Sodium borohydride → 3,5-Dichloro-N-(4-fluorobenzyl)-2-hydroxy-N-(4-(hydroxy(phenyl)methyl)benzyl)benzenesulfonamide

HRID 1889674ノート

反応式

HRID 1889674 の反応式
[C:1]([C:9]1[CH:36]=[CH:35][C:12]([CH2:13][N:14]([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=2)[S:15]([C:18]2[CH:23]=[C:22]([Cl:24])[CH:21]=[C:20]([Cl:25])[C:19]=2[OH:26])(=[O:17])=[O:16])=[CH:11][CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>C1COCC1.C(O)C>[Cl:25][C:20]1[C:19]([OH:26])=[C:18]([S:15]([N:14]([CH2:27][C:28]2[CH:29]=[CH:30][C:31]([F:34])=[CH:32][CH:33]=2)[CH2:13][C:12]2[CH:11]=[CH:10][C:9]([CH:1]([OH:8])[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[CH:36][CH:35]=2)(=[O:17])=[O:16])[CH:23]=[C:22]([Cl:24])[CH:21]=1

参加物

5

反応物 2

HCID 4311764Sodium borohydrideHCID 58531392N-(4-Benzoylbenzyl)-3,5-dichloro-N-(4-fluorobenzyl)-2-hydroxybenzenesulfonamide

生成物 1

HCID 585315993,5-Dichloro-N-(4-fluorobenzyl)-2-hydroxy-N-(4-(hydroxy(phenyl)methyl)benzyl)benzenesulfonamide収率 91.5%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of N-(4-benzoylbenzyl)-3,5-dichloro-N-(4-fluorobenzyl)-2-hydroxybenzenesulfonamide (15 mg, 0.028 mmol) in THF (0.15 mL) and ethanol (0.15 mL) at 0° C. was added sodium borohydride (4 mg, 0.11 mmol). The reaction mixture was stirred at 0° C. for 1 h. The solvents were removed in vacuo and resulting residue was purified by preparative HPLC to give the title compound (14 mg) as a white solid. MS (ESI): 527.9 (M−H2O)+.

後処理

  1. customThe solvents were removed in vacuo
  2. customresulting residue
  3. customwas purified by preparative HPLC

出典と根拠

ORDレコード
ord-4107f305358d4527abd8143b6e28c44a
出典データセット
uspto-grants-2013_08
特許番号
US08501992B2

反応ノート

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