Triphosgene → [(1S)-1-isocyanatopropyl]benzene

HRID 2193446

반응식

HRID 2193446 반응식
[C:1]1([C@@H:7]([NH2:10])[CH2:8][CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:11]([O-])(O)=[O:12].[Na+].ClC(Cl)(OC(=O)OC(Cl)(Cl)Cl)Cl>C(Cl)Cl>[N:10]([C@H:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:8][CH3:9])=[C:11]=[O:12]

참가 물질

5

반응물 3

HCID 94429TriphosgeneHCID 516892Sodium BicarbonateHCID 6993773(1S)-1-phenylpropan-1-amine

생성물 1

HCID 7018275[(1S)-1-isocyanatopropyl]benzene수율 88%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (S)-1-phenylpropan-1-amine (3.00 g, 14 mmol) in the mixture of methylene chloride (50 mL) and saturated NaHCO3 (50 mL) was added triphosgene (1.40 g, 4.60 mmol) at 0° C. The mixture was stirred for 15 minutes. The organic phase was separated, dried and concentrated to give (5)-(1-isocyanatopropyl)benzene (3.0 g, 88%). 1H NMR (CDCl3): δ=0.93 (q, 3H), 1.81 (m, 2H), 4.50 (m, 1H), 7.13 (m, 2H), 7.22 (m, 1H), 7.50 (m, 2H).

후처리

  1. customThe organic phase was separated
  2. customdried
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-2668978a9fcc4dd89977b7b4c1c2be36
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329897B2

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