Water → 1-Bromo-2-methoxy-6-(4-methoxyphenyl)naphthalene

HRID 895177노트

반응식

HRID 895177 반응식
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[CH:9]=2)[CH:4]=1.[Br:21]Br.O>C(O)(=O)C>[Br:21][C:4]1[C:5]2[C:10](=[CH:9][C:8]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)=[CH:7][CH:6]=2)[CH:11]=[CH:12][C:3]=1[O:2][CH3:1]

참가 물질

5

반응물 3

HCID 962WaterHCID 24408BromineHCID 111497342-Methoxy-6-(4-methoxyphenyl)naphthalene

생성물 1

HCID 111636961-Bromo-2-methoxy-6-(4-methoxyphenyl)naphthalene수율 90%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

To a mixture of 2-methoxy-6-(4-methoxyphenyl)naphthalene (9.68 g, 36.6 mmol) and glacial acetic acid (150 mL) was slowly added a solution of bromine (5.85 g, 36.6 mmol) in glacial acetic acid (20 mL). The mixture was stirred for 1 hour and the resulting suspension was poured into water (200 mL) and the solid product was collected by filtration. The solid was triturated first with water and then with ethyl acetate to yield 11.25 g (90%) of the title compound as a white solid: mp 172-174° C.; 1H NMR (CDCl3): δ 3.88 (3H, s), 4.05 (3H, s), 7.04 (2H, d, J=8.56 Hz), 7.30 (1H, d, J=9.01 Hz), 7.67 (2H, d, J=8.65 Hz), 7.81 (1H, dd, J=1.61 Hz, J=8.84 Hz), 7.87 (1H, d, J=9.04 Hz), 7.94 (1H, d, J=1.47 Hz), 8.27 (1H, d, J=8.92 Hz); MS (EI) m/z 343 (M)+.

후처리

  1. filtrationthe solid product was collected by filtration
  2. customThe solid was triturated first with water

출처 및 근거

ORD 기록
ord-32399ce89bf94e0192952c589451be8c
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06914074B2

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