Allyl chloride → 1-(3,3-Dimethylcyclohexyl)ethanone

HRID 867153

반응식

HRID 867153 반응식
[C:1]([CH:4]1[CH2:9][CH2:8][CH2:7][C:6]([CH3:11])([CH3:10])[CH2:5]1)(=[O:3])[CH3:2].[OH-].[Na+].[CH2:14](Cl)[CH:15]=[CH2:16].[CH2:18](N(CC)CC)[CH3:19]>O>[C:1]([CH:4]1[CH2:9][CH2:8][CH2:7][C:6]([CH3:11])([CH3:10])[CH2:5]1)(=[O:3])[CH3:2].[C:1]([C:4]1([CH2:14][CH:15]=[CH:16][CH2:18][CH3:19])[CH2:9][CH2:8][CH2:7][C:6]([CH3:11])([CH3:10])[CH2:5]1)(=[O:3])[CH3:2].[CH3:10][C:6]1([CH3:11])[CH2:7][CH2:8][CH2:9][CH:4]([C:1](=[O:3])[CH2:2][CH2:16][CH:15]=[CH2:14])[CH2:5]1

참가 물질

8

반응물 4

HCID 7850Allyl chlorideHCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 913881-(3,3-Dimethylcyclohexyl)ethanone

생성물 3

HCID 913881-(3,3-Dimethylcyclohexyl)ethanoneHCID 64534231-(3,3-Dimethylcyclohexyl)-pent-4-en-1-oneHCID 537246071-Acetyl-3,3-dimethyl-1-(2-pentenyl) cyclohexane

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 1-acetyl-3,3-dimethylcyclohexane (156 grams, 1 mole), sodium hydroxide (60 grams, 1.5 moles), allyl chloride (114 grams, 1.5 moles) and triethylamine (10 grams) is stirred and heated at 80°-84° C. for 12 hours. The reaction mass is cooled to room temperature. Water is added with stirring, and the aqueous layer is discarded. The organic layer is distilled to afford 119 grams of 1-acetyl-3,3-dimethylcyclohexane, 31 grams of 1-acetyl-3,3-dimethyl-1-(2-pentenyl) cyclohexane, and 5 grams of 3,3-dimethyl-1-(4-pentenoyl) cyclohexane.

후처리

  1. temperatureheated at 80°-84° C. for 12 hours
  2. stirringwith stirring
  3. distillationThe organic layer is distilled

출처 및 근거

ORD 기록
ord-eea4779a8076450b860971bd9ec322b9
출처 데이터셋
uspto-grants-1978_07
특허 번호
US04102928

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