Dimethyl Sulfide → Neryl chloride

HRID 1458294

반응식

HRID 1458294 반응식
[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]

참가 물질

5

반응물 3

HCID 1068Dimethyl SulfideHCID 31398ChlorosuccinimideHCID 643820Nerol

생성물 1

HCID 5874259Neryl chloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5ee97ca79b524419b25d3fb838c02837
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05849930

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