2-Chlorobenzenesulfonic acid 3-benzyloxyphenyl ester → 2-Chlorobenzenesulfonic acid 3-hydroxyphenyl ester

HRID 1636504

反応式

HRID 1636504 の反応式
C([O:8][C:9]1[CH:10]=[C:11]([O:15][S:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[Cl:25])(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1>O1CCCC1.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]([O:15][S:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[Cl:25])(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=1

参加物

4

反応物 1

HCID 542636472-Chlorobenzenesulfonic acid 3-benzyloxyphenyl ester

生成物 1

HCID 540152812-Chlorobenzenesulfonic acid 3-hydroxyphenyl ester収率 96.6%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

2-Chlorobenzenesulfonic acid 3-benzyloxyphenyl ester (3.75 g, 10 mmol), as prepared in the preceding step, Pd/C (10%) (350 mg) in tetrahydrofuran (80 mL) was hydrogenated balloon) for 3 h. The catalyst was filtered through Celite and washed with tetrahydrofuran. The combined tetrahydrofuran solution was evaporated in vacuo and the residue was then purified by flash column chromatography (methylene chloride) to give the title compound as a colorless oil (2.75 g, 95%). 1H-NMR (300 MHz, CDCl3) δ 6.68 (m, 3H), 7.12 (t, 1H, J=6.5 Hz), 7.37 (t, 1H, J=7.1 Hz), 7.60 (m, 2H), 7.94 (dd, 1H, J=0.6, 4.0 Hz).

後処理

  1. customfor 3 h
  2. filtrationThe catalyst was filtered through Celite
  3. washwashed with tetrahydrofuran
  4. customThe combined tetrahydrofuran solution was evaporated in vacuo
  5. customthe residue was then purified by flash column chromatography (methylene chloride)

出典と根拠

ORDレコード
ord-419e35e221ba4e549739011ad3e56805
出典データセット
uspto-grants-2000_03
特許番号
US06034127

関連ノート

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