Dicyclohexylamine → 4-But-2-ynyloxybenzoyl chloride

HRID 517488ノート

反応式

HRID 517488 の反応式
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]

参加物

5

反応物 3

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

生成物 1

HCID 593240144-But-2-ynyloxybenzoyl chloride収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-29f7082b7c774bd0838ef479228189b9
出典データセット
uspto-grants-2015_08
特許番号
US09115102B2

反応ノート

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