Diketene → HCID 21932485, 화합물

HRID 1870703노트

반응식

HRID 1870703 반응식
[CH3:1][CH:2]([CH:10]=[CH2:11])[CH2:3][CH2:4][CH2:5][C:6]([OH:9])([CH3:8])[CH3:7].[CH2:12]=[C:13]1[O:17][C:15](=[O:16])[CH2:14]1>CN(C)C1C=CN=CC=1>[O:17]=[C:13]([CH3:12])[CH2:14][C:15]([O:9][C:6]([CH3:7])([CH2:5][CH2:4][CH2:3][CH:2]([CH3:1])[CH:10]=[CH2:11])[CH3:8])=[O:16]

참가 물질

4

반응물 2

HCID 12661DiketeneHCID 29096Dihydromyrcenol

생성물 1

HCID 21932485HCID 21932485, 화합물수율 95%

시약·촉매·용매 1

HCID 142844-(Dimethylamino)pyridine촉매

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온도
55 °C

실험 절차

A mixture of dihydromyrcenol (37.88 g, 0.240 mol) and 4-dimethylaminopyridine (0.16 g, 1.30 mmol) in a 100 mL three-necked round-bottomed flask fitted with a condenser, argon inlet, addition funnel, magnetic stirrer and internal thermometer is heated to 50-60° C. Diketene (20.16 g, 0.240 mol) is added dropwise in the course of 15 min. The mixture has a slight exotherm and turned from yellow to red during this time. After stirring an additional hour at 50° C., the mixture is cooled to room temperature. At this point, NMR analysis indicates the reaction is complete. Purification of the product mixture by flash chromatography (elution with dichloromethane) yields the desired product in 95% yield as a nearly colorless oil.

후처리

  1. customfitted with a condenser, argon inlet, addition funnel, magnetic stirrer
  2. temperaturethe mixture is cooled to room temperature
  3. customPurification of the product mixture
  4. washby flash chromatography (elution with dichloromethane)

출처 및 근거

ORD 기록
ord-7ac4e1edabfc46c78067f1dc5735bd8c
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06100233

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