Dimethyl Sulfide → Neryl chloride

HRID 1458294

反応式

HRID 1458294 の反応式
[Cl:1]N1C(=O)CCC1=O.CSC.O[CH2:13]/[CH:14]=[C:15](/[CH3:22])\[CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20]>ClCCl>[CH2:13]([Cl:1])/[CH:14]=[C:15](\[CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])/[CH3:22]

参加物

5

反応物 3

HCID 1068Dimethyl SulfideHCID 31398ChlorosuccinimideHCID 643820Nerol

生成物 1

HCID 5874259Neryl chloride

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a solution of N-chlorosuccinimide (10.0 g) and dimethylsulfide (6.56 ml) in dichloromethane (200 ml) was added nerol (7.71 g) while being cooled with ice. The mixture was stirred at 0° C. for 4 hours. The reaction solution was washed with brine and dried over sodium sulfate anhydride. Then, the solvent was evaporated, thereby yielding a raw product of neryl chloride. In a manner similar to Reference Example 1, this raw product was reacted with methyl 4- hydroxybenzoate (7.61 g) and then hydrolyzed to yield 7.47 g (55%) of 4- neryloxybenzoic acid.

後処理

  1. temperaturewhile being cooled with ice
  2. washThe reaction solution was washed with brine
  3. dry with materialdried over sodium sulfate anhydride
  4. customThen, the solvent was evaporated

出典と根拠

ORDレコード
ord-5ee97ca79b524419b25d3fb838c02837
出典データセット
uspto-grants-1998_12
特許番号
US05849930

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