"Synthetic method of triphenylmethanol from methyl benzoate" を AI に聞いてみました。

以下聞いてみた結果です。

There are several methods to synthesize triphenylmethanol from methyl benzoate, but here we will discuss the Grignard reaction method.

Materials:

• Methyl benzoate 10.0 g

• Magnesium turnings 2.5 g

• Anhydrous ether 50 mL

• Phenylmagnesium bromide solution 25 mL (prepared by reacting 1.5 g of magnesium turnings and 14.0 mL of bromobenzene in 50 mL of anhydrous ether)

• Ice water

• Saturated aqueous ammonium chloride solution

• Dilute hydrochloric acid solution

• Sodium carbonate solution

• Anhydrous calcium chloride

• Filter paper

Apparatus:

• Round-bottom flask, 250 mL

• Reflux condenser

• Separatory funnel

• Ice bath

• Stirring bar

• Vacuum filtration setup

Procedure:

1. In a 250 mL round-bottom flask, add 10.0 g of methyl benzoate and 50 mL of anhydrous ether.

2. Add 2.5 g of magnesium turnings and a stirring bar to the flask, and attach a reflux condenser.

3. Heat the flask gently with a heat source and stir the contents until the magnesium turnings have dissolved. This can take up to 30 minutes.

4. Once the magnesium turnings have dissolved, cool the reaction mixture in an ice bath.

5. Add 25 mL of phenylmagnesium bromide solution dropwise via a separatory funnel to the cooled reaction mixture while stirring. Keep the temperature of the reaction mixture below 10°C by adding ice as necessary.

6. After the addition is complete, allow the reaction mixture to warm to room temperature and stir for an additional 30 minutes.

7. Add ice water to the reaction mixture, and carefully adjust the pH to neutral using dilute hydrochloric acid.

8. Transfer the mixture to a separatory funnel and extract the organic layer with saturated aqueous ammonium chloride solution. Discard the aqueous layer.

9. Wash the organic layer with sodium carbonate solution and water, then dry the organic layer over anhydrous calcium chloride.

10. Filter the organic layer through filter paper, and evaporate the ether under reduced pressure using a rotary evaporator.

11. Recrystallize the product from ethanol, and dry it under vacuum to obtain triphenylmethanol.

This method involves the reaction between methyl benzoate and phenylmagnesium bromide to form triphenylmethanol. The reaction is catalyzed by magnesium turnings, and the use of anhydrous ether as a solvent helps to prevent moisture from interfering with the reaction. The resulting triphenylmethanol can be further purified by recrystallization from ethanol.

感想：間違っているけど、あながち間違いではない。日本語で聞くとめちゃくちゃなのでそれよりはまし。

Most of the texts were generated using OpenAI's GPT-3 language model (https://openai.com).