Triphenylphosphine → 2-Phenylthiomethylsaccharin

HRID 129044

反応式

HRID 129044 の反応式
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

参加物

5

反応物 3

HCID 11776Triphenylphosphine2 回HCID 121412-(Benzyloxy) ethanolHCID 103166544-Isopropyl-6-hydroxy-2-phenylthiomethylsaccharin

生成物 1

HCID 545645412-Phenylthiomethylsaccharin

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-1ed5eb1f820842b8866e4feeb20955ce
出典データセット
uspto-grants-1995_11
特許番号
US05466701

関連ノート

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