Carbon tetrabromide → HCID 56975661, 화합물

HRID 1870250노트

반응식

HRID 1870250 반응식
O[CH2:2][C@@H:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH2:6][CH2:5][CH2:4]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:44].C(=O)([O-])O.[Na+]>ClCCl>[Br:44][CH2:2][C@@H:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH2:6][CH2:5][CH2:4]1

참가 물질

6

반응물 4

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 516892Sodium BicarbonateHCID 11359478HCID 11359478, 화합물

생성물 1

HCID 56975661HCID 56975661, 화합물수율 79.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of (5S)-5-hydroxymethyl-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-benzazepine (1.33 g), triphenylphosphine (2.10 g), carbon tetrabromide (2.65 g) and dichloromethane (50 ml) is stirred at room temperature for 30 minutes. The reaction solution is poured into a saturated aqueous sodium hydrogen carbonate solution, and the mixture is extracted with dichloromethane. The extract is dried over sodium sulfate, and concentrated under reduced pressure to remove the solvent, and the resulting residue is purified by silica gel column chromatography (solvent; dichloromethane:n-hexane=4:1), and recrystallized from diethyl ether--n-hexane to give (5S)-5-bromomethyl-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-benzazepine (1.26 g).

후처리

  1. extractionthe mixture is extracted with dichloromethane
  2. dry with materialThe extract is dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customto remove the solvent
  5. customthe resulting residue is purified by silica gel column chromatography (solvent; dichloromethane:n-hexane=4:1)
  6. customrecrystallized from diethyl ether

출처 및 근거

ORD 기록
ord-f2f374fca1894057a3166e98e8010bb5
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06096736

반응 노트

불러오는 중…