1-Naphthalenesulfonic acid 3-benzyloxy-5-methylphenyl ester → 5-Methyl-3-(1-naphthalenylsulfonyloxy)phenol

HRID 482108ノート

反応式

HRID 482108 の反応式
C([O:8][C:9]1[CH:10]=[C:11]([O:16][S:17]([C:20]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:23]=[CH:22][CH:21]=2)(=[O:19])=[O:18])[CH:12]=[C:13]([CH3:15])[CH:14]=1)C1C=CC=CC=1>[Pd].C(O)C>[OH:8][C:9]1[CH:10]=[C:11]([O:16][S:17]([C:20]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:23]=[CH:22][CH:21]=2)(=[O:19])=[O:18])[CH:12]=[C:13]([CH3:15])[CH:14]=1

参加物

4

反応物 1

HCID 543310031-Naphthalenesulfonic acid 3-benzyloxy-5-methylphenyl ester

生成物 1

HCID 539777205-Methyl-3-(1-naphthalenylsulfonyloxy)phenol収率 91%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A mixture of 1-naphthalenesulfonic acid 3-benzyloxy-5-methylphenyl ester (1.0 g, 2.47 mmol), as prepared in the preceding step, and 10% palladium on carbon (200 mg) in ethanol (20 mL) was hydrogenated (balloon) overnight. The catalyst was removed by filtration through diatomaceous earth (methanol washes) and the filtrate was evaporated in vacuo to give the title compound as a colorless syrup (705 mg, 91%). 1H-NMR (300 MHz, CDCl3) δ 2.11 (s, 3H), 4.20 (bs, 1H), 6.16 (t, 1H), 6.47 (t, 1H), 7.51 (t, 1H), 7.69 (t, 1H), 7.79 (t, 1H), 7.81 (d, 1H), 8.11 (dt, 2H), 8.77 (dd, 1H).

後処理

  1. custom(balloon) overnight
  2. customThe catalyst was removed by filtration through diatomaceous earth (methanol washes)
  3. customthe filtrate was evaporated in vacuo

出典と根拠

ORDレコード
ord-1bbf5b02dc07419398b27c7f0d1c0099
出典データセット
uspto-grants-1998_08
特許番号
US05792769

反応ノート

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