Thionyl Chloride → HCID 53985286, 화합물

HRID 975820

반응식

HRID 975820 반응식
[Br:1][CH2:2][CH2:3][CH:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:5]([OH:7])=O.S(Cl)(Cl)=O.[CH2:18]1[CH:26]2[CH:21]([CH2:22][CH2:23][CH2:24][CH2:25]2)[CH2:20][NH:19]1.C(N(C(C)C)CC)(C)C>ClCCl.C(OCC)C.CCOC(C)=O>[CH2:18]1[CH:26]2[CH:21]([CH2:22][CH2:23][CH2:24][CH2:25]2)[CH2:20][N:19]1[C:5](=[O:7])[CH:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:3][CH2:2][Br:1]

참가 물질

8

반응물 4

HCID 24386Thionyl ChlorideHCID 81531DiisopropylethylamineHCID 409979OctahydroisoindoleHCID 167406054-Bromo-2-phenylbutanoic acid

생성물 1

HCID 53985286HCID 53985286, 화합물

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

4-Bromo-2-phenylbutanoic acid (4.86 g, 0.02 mol) and thionyl chloride (2.2 mL, 0.03 mol) were refluxed in dichloromethane (100 mL) under nitrogen for 3 hours. The solution was evaporated and flushed with benzene three times. The residue was dissolved in diethyl ether (50 mL) and cooled in an ice bath. Octahydroisoindole (2.5 g, 0.02 mol) and diisopropylethylamine (3.5 mL, 0.02 mol) dissolved in diethyl ether (50 mL) were added and the reaction was stirred for 60 hours at room temperature. TLC (Uniplate/EtOAc) showed essentially complete reaction. The solution was washed with water, sat. NaHCO3, and dried (Na2SO4). Evaporation of solvent left crude product.

후처리

  1. customThe solution was evaporated
  2. customflushed with benzene three times
  3. dissolutionThe residue was dissolved in diethyl ether (50 mL)
  4. temperaturecooled in an ice bath
  5. additionwere added
  6. customreaction
  7. washThe solution was washed with water, sat. NaHCO3
  8. dry with materialdried (Na2SO4)
  9. customEvaporation of solvent
  10. waitleft crude product

출처 및 근거

ORD 기록
ord-b5e44369ca664c2f92d3bae4eb1427f9
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05610154

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