ChemicalBook CAS DataBase List 1-Ethylcyclopentanol

1-Ethylcyclopentanol synthesis

14synthesis methods

Product Name:1-Ethylcyclopentanol
CAS Number:1462-96-0
Molecular formula:C7H14O
Molecular Weight:114.19

When Grignard reagent (CH3CH2-Mgl) is added to ketone (C5H8O), it attacks the carbonyl carbon of ketone, and after protonation, it results in tertiary alcohol.

Synthesis of 1-ethylcyclopentanol

74-96-4 Synthesis

74-96-4
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120-92-3
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1462-96-0
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$23.19/1g

Yield:1462-96-0 247 g

Reaction Conditions:

Stage #1: bromure d'ethylewith magnesium in tetrahydrofuran at 67; for 1.5 h;Inert atmosphere;
Stage #2: cyclopentanone in tetrahydrofuran at 0 - 5; for 1 h;Inert atmosphere;

Steps:

3.1

Magnesium turnings (285.3g, 11.89mol) were added to tetrahydrofuran (3L, 2670g), under nitrogen protection, bromoethane (1295.4g, 11.89mol) in tetrahydrofuran (1.2L, 1068g) was added dropwise at room temperature (20°C). After the reaction was initiated, the dropwise addition of bromoethane solution was stopped, and the solution was vigorously exothermic to 67°C. After the exotherm is stable, continue to add the bromoethane solution dropwise, maintain a slight boiling (about 67°C), and finish the dripping in 1.5 hours.The reaction solution was cooled to 0-5°C, and then a solution of cyclopentanone (500g, 5.94mol) in tetrahydrofuran (0.5L, 445g) was added dropwise, the temperature was controlled not to exceed 5°C, and the dripping was completed in about 1 hour. Pour the reaction solution into 10Kg of ice water while stirring, slowly add concentrated hydrochloric acid (1.2kg), control the temperature to be less than 20°C, continue stirring for 30 minutes after the addition, and then extract the mixture with n-hexane (3000g*3), combine the organic phase, the organic phase was washed once more with water (4500 g). The lower water phase was separated, and the upper organic phase was spin-dried until no droplets dripped (water bath 35°C) to obtain crude product 580g, which was distilled under reduced pressure (20mmHg column, main fraction temperature 3640°C, external temperature 6070°C) to obtain The main content of the product 247g is >97%,

References:

CN114276242,2022,A Location in patent:Paragraph 0112-0124