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

HRID 482108노트

반응식

HRID 482108 반응식
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

참가 물질

4

반응물 1

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

생성물 1

HCID 539777205-Methyl-3-(1-naphthalenylsulfonyloxy)phenol수율 91%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-1bbf5b02dc07419398b27c7f0d1c0099
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05792769

반응 노트

불러오는 중…