Dicyclohexylamine → 4-But-2-ynyloxybenzoyl chloride

HRID 517488노트

반응식

HRID 517488 반응식
C1(NC2CCCCC2)CCCCC1.[CH2:14]([O:18][C:19]1[CH:27]=[CH:26][C:22]([C:23](O)=[O:24])=[CH:21][CH:20]=1)[C:15]#[C:16][CH3:17].S(Cl)([Cl:30])=O>ClCCl>[CH2:14]([O:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]([Cl:30])=[O:24])=[CH:21][CH:20]=1)[C:15]#[C:16][CH3:17]

참가 물질

5

반응물 3

HCID 7582DicyclohexylamineHCID 24386Thionyl ChlorideHCID 222825564-But-2-ynyloxy-benzoic acid

생성물 1

HCID 593240144-But-2-ynyloxybenzoyl chloride수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2.8 ml (14.2 mmol) of dicyclohexylamine are added to a solution of 2.7 g (14.2 mmol) of 4-but-2-ynyloxybenzoic acid diluted in 30 ml of dichloromethane. After stirring for 30 min at ambient temperature, the reaction medium is cooled to 0° C. and 1.0 ml (14.2 mmol) of thionyl chloride is slowly added. The mixture is then stirred at ambient temperature for 1 h 30 min, then the dicyclohexylamine salts are precipitated by adding 50 ml of diethyl ether. After filtration of the reaction medium, the filtrate is concentrated under vacuum. 2.9 g (100%) of 4-but-2-ynyloxybenzoyl chloride are obtained in the form of a brown solid.

후처리

  1. temperaturethe reaction medium is cooled to 0° C.
  2. stirringThe mixture is then stirred at ambient temperature for 1 h 30 min
  3. customthe dicyclohexylamine salts are precipitated
  4. additionby adding 50 ml of diethyl ether
  5. filtrationAfter filtration of the reaction medium
  6. concentrationthe filtrate is concentrated under vacuum

출처 및 근거

ORD 기록
ord-29f7082b7c774bd0838ef479228189b9
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115102B2

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