Oxalyl chloride → 4-(N,N-diethylaminomethyl)benzoyl chloride hydrochloride

HRID 1731728노트

반응식

HRID 1731728 반응식
[ClH:1].[CH2:2]([N:4]([CH2:7][C:8]1[CH:16]=[CH:15][C:11]([C:12](O)=[O:13])=[CH:10][CH:9]=1)[CH2:5][CH3:6])[CH3:3].C(Cl)(=O)C([Cl:20])=O>C(Cl)Cl>[ClH:20].[CH2:2]([N:4]([CH2:7][C:8]1[CH:9]=[CH:10][C:11]([C:12]([Cl:1])=[O:13])=[CH:15][CH:16]=1)[CH2:5][CH3:6])[CH3:3]

참가 물질

4

반응물 2

HCID 65578Oxalyl chlorideHCID 122990074-((Diethylamino)methyl)benzoic acid hydrochloride

생성물 1

HCID 867411094-(N,N-diethylaminomethyl)benzoyl chloride hydrochloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a well-stirred suspension consisting of 1.34 g. (5.0 mmole) of 4-(N,N-diethylaminomethyl)benzoic acid hydrochloride (the product of Preparation G) in 25 ml. of methylene chloride under a nitrogen atmosphere, there was added over a five-minute period a solution consisting of 1.5 g. (0.0118 mole) of oxalyl chloride dissolved in 5 ml. of methylene chloride. The resulting reaction mixture was refluxed for a period of 17 hours and then cooled to room temperature (~20° C.). The colorless solution so obtained was evaporated under reduced pressure, and the resulting residue was washed twice with methylene chloride and then stripped free of solvent to give a white solid product. In this way, there was readily obtained substantially pure 4-(N,N-diethylaminomethyl)benzoyl chloride hydrochloride, which was used in the next reaction step without any further purification being necessary. The yield of product was assumed to be quantitative.

후처리

  1. customThe resulting reaction mixture
  2. temperaturewas refluxed for a period of 17 hours
  3. customThe colorless solution so obtained
  4. customwas evaporated under reduced pressure
  5. washthe resulting residue was washed twice with methylene chloride
  6. customto give a white solid product

출처 및 근거

ORD 기록
ord-56123fedfe2048a2b710b8e347bbfc82
출처 데이터셋
uspto-grants-1986_11
특허 번호
US04623486

반응 노트

불러오는 중…