Triphenylphosphine → 2-Phenylthiomethylsaccharin

HRID 129044

반응식

HRID 129044 반응식
O[C:2]1[CH:12]=[C:11]2[C:5]([C:6](=[O:21])[N:7]([CH2:13][S:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[S:8]2(=[O:10])=[O:9])=[C:4](C(C)C)[CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(OCCO)C1C=CC=CC=1>C1COCC1>[C:15]1([S:14][CH2:13][N:7]2[C:6](=[O:21])[C:5]3[C:11](=[CH:12][CH:2]=[CH:3][CH:4]=3)[S:8]2(=[O:10])=[O:9])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

참가 물질

5

반응물 3

HCID 11776Triphenylphosphine2회HCID 121412-(Benzyloxy) ethanolHCID 103166544-Isopropyl-6-hydroxy-2-phenylthiomethylsaccharin

생성물 1

HCID 545645412-Phenylthiomethylsaccharin

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 6-hydroxy-4-isopropyl-2-phenylthiomethylsaccharin (2.0 g, 5.5 mol) in THF (40 mL) were added triphenylphosphine (1.46 g, 5.56 mmol), 2-benzyloxyethanol (0.87g, 5.71 mmol) and triphenylphosphine (0.99 g, 5.68 mmol). The mixture was stirred at room temperature for 16 hours, the solvent was removed in vacuo and the residue was purified by column chromatography on silica eluting with 20% EtOAc/hexane to afford 2.1 g (77%) of 4-isopropyl-6-[2-benzyloxy)ethoxy]-2-phenylthiomethylsaccharin, m.p. 98°-99° C.

후처리

  1. customthe solvent was removed in vacuo
  2. customthe residue was purified by column chromatography on silica eluting with 20% EtOAc/hexane

출처 및 근거

ORD 기록
ord-1ed5eb1f820842b8866e4feeb20955ce
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05466701

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