Thionyl Chloride → N-benzoylnipecotoyl chloride

HRID 432800

반응식

HRID 432800 반응식
[C:1]([N:9]1[CH2:14][CH2:13][CH2:12][CH:11]([C:15]([OH:17])=O)[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:20])=O>ClCCl>[C:1]([N:9]1[CH2:14][CH2:13][CH2:12][CH:11]([C:15]([Cl:20])=[O:17])[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 31364741-Benzoylpiperidine-3-carboxylic acid

생성물 1

HCID 15718173N-benzoylnipecotoyl chloride수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1-benzoyl-3-piperidine carboxylic acid (1.01 g; 4.33 mmol) was suspended in dry dichloromethane (30 ml) under a nitrogen atmosphere. Thionyl chloride (3 ml; 41.3 mmol) was added and this mixture was heated to reflux for approximately 1 hour. It was then cooled to ambient temperature and evaporated under reduced pressure, giving 1-benzoyl-3-piperidinecarbonyl chloride (1.09 g) as a yellow oil. MS m/z (positive ion; run in CH3CN) 503 (dimer+; 30), 254 ([M+2]H+; 35), 252 (MH+; 100), 248 (50), 234 (60), 216 (25), 102 (30).

후처리

  1. temperaturethis mixture was heated
  2. temperatureto reflux for approximately 1 hour
  3. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-54a82e1419f4477ea022b8681ae4c6e6
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664271B1

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