3-Hydroxybenzaldehyde → 3-(4-Methylphenoxy)benzaldehyde

HRID 1678581노트

반응식

HRID 1678581 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[CH3:10][C:11]1[CH:16]=[CH:15][C:14](B(O)O)=[CH:13][CH:12]=1.C(N(CC)CC)C>ClCCl>[CH3:10][C:11]1[CH:16]=[CH:15][C:14]([O:1][C:2]2[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=2)[CH:5]=[O:6])=[CH:13][CH:12]=1

참가 물질

5

반응물 3

HCID 1013-HydroxybenzaldehydeHCID 8471TriethylamineHCID 79799Tolylboronic acid

생성물 1

HCID 6113073-(4-Methylphenoxy)benzaldehyde수율 19%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-Hydroxybenzaldehyde (1.0 g, 8.2 mmol) was dissolved in dichloromethane (50 mL). (4-Methylphenyl)boronic acid (2.2 g, 16.4 mmol), triethylamine (5.7 mL, 41.0 mmol) and copper acetate(II) (1.5 g, 8.2 mmol) were added thereto, and then the mixture was stirred at room temperature for 2 days. The reaction solution was filtered, and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane/ethyl acetate=100:0 to 70:30) to give the title compound (324 mg, yield 19%).

후처리

  1. filtrationThe reaction solution was filtered
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified with silica gel column chromatography (hexane/ethyl acetate=100:0 to 70:30)

출처 및 근거

ORD 기록
ord-435bf42d60454fdf8ca49b3d94b55299
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08008525B2

반응 노트

불러오는 중…