Triethylamine → 4-Bromo-2,6-dimethoxy-phenyl-3,3-dimethyl-butanamide

HRID 880702노트

반응식

HRID 880702 반응식
[Br:1][C:2]1[CH:3]=[C:4]([O:11][CH3:12])[C:5](N)=[C:6]([O:8][CH3:9])[CH:7]=1.C([N:15](CC)CC)C.[C:20]([CH2:24][C:25](Cl)=[O:26])([CH3:23])([CH3:22])[CH3:21]>ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([O:11][CH3:12])[C:5]([CH:24]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:25]([NH2:15])=[O:26])=[C:6]([O:8][CH3:9])[CH:7]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 815143,3-Dimethylbutanoyl chlorideHCID 3294234-Bromo-2,6-dimethoxyaniline

생성물 1

HCID 866496364-Bromo-2,6-dimethoxy-phenyl-3,3-dimethyl-butanamide수율 91%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of the crude 5-bromo-1,3-dimethoxy-2-amino-benzene from above and triethylamine (1.5 g, 15 mmol) in anhydrous dichloromethane (50 mL) was added dropwise tert-butyl acetyl chloride (1.6 g, 12 mmol) with stirring at room temperature. The reaction mixture was stirred for 3 hours at room temperature. Then the reaction mixture was diluted with dichloromethane, washed with water, dried over anhydrous sodium sulfate, and evaporated to dryness under reduced pressure. The residue was purified by silica gel column (ISCO, hexane/EtOAc, 0-40%, 40 min) to give a white solid (3.0 g, 91%). 1H-NMR (DMSO-d6, 400 MHz): δ 8.69 (brs, 1H, exchangeable with D20), 6.87 (s, 2H), 3.73 (s, 6H), 2.11 (s, 2H), 1.02 (s, 9H).

후처리

  1. stirringThe reaction mixture was stirred for 3 hours at room temperature
  2. washwashed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated to dryness under reduced pressure
  5. customThe residue was purified by silica gel column (ISCO, hexane/EtOAc, 0-40%, 40 min)

출처 및 근거

ORD 기록
ord-59cb6c3e93094a428531bc36b591f3f5
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08993593B2

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