Diketene → HCID 21932485、化合物

HRID 1857337ノート

反応式

HRID 1857337 の反応式
[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]

参加物

4

反応物 2

HCID 12661DiketeneHCID 29096Dihydromyrcenol

生成物 1

HCID 21932485HCID 21932485、化合物収率 95%

試薬・触媒・溶媒 1

HCID 142844-(Dimethylamino)pyridine触媒

反応条件

温度
55 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-94625d309e4a4c88b6a5f8d1aaf9e9de
出典データセット
uspto-grants-2000_11
特許番号
US06147037

反応ノート

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