N-(4-(2-bromoacetyl)-3,5-dimethylphenyl)acetamide → 1-(4-Amino-2,6-dimethylphenyl)-2-bromoethanone

HRID 1465511노트

반응식

HRID 1465511 반응식
[Br:1][CH2:2][C:3]([C:5]1[C:10]([CH3:11])=[CH:9][C:8]([NH:12]C(=O)C)=[CH:7][C:6]=1[CH3:16])=[O:4]>C(O)C.Cl>[NH2:12][C:8]1[CH:7]=[C:6]([CH3:16])[C:5]([C:3](=[O:4])[CH2:2][Br:1])=[C:10]([CH3:11])[CH:9]=1

참가 물질

4

반응물 1

HCID 18788447N-(4-(2-bromoacetyl)-3,5-dimethylphenyl)acetamide

생성물 1

HCID 866908101-(4-Amino-2,6-dimethylphenyl)-2-bromoethanone수율 85.3%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 702Ethanol용매

실험 절차

A solution of N-(4-(2-bromoacetyl)-3,5-dimethylphenyl)acetamide (1-1, 6.92 g, 24.4 mmol) in 20.0 mL of ethanol and 10.2 mL of concentrated hydrochloric acid was heated at reflux for 1.5 h. The solution was concentrated and added with ethyl acetate (100 mL) and saturated aqueous Na2CO3 (100 mL). The organic layer was collected, dried over anhydrous MgSO4(s), and concentrated under reduced pressure to give 1-(4-amino-2,6-dimethylphenyl)-2-bromoethanone (1-2, 5.04 g) as yellow solids, which was used directly for the next step without further purification.

후처리

  1. temperatureat reflux for 1.5 h
  2. concentrationThe solution was concentrated
  3. additionadded with ethyl acetate (100 mL) and saturated aqueous Na2CO3 (100 mL)
  4. customThe organic layer was collected
  5. dry with materialdried over anhydrous MgSO4(s)
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-cb240e2b7a92465f9bbc0a606540974a
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999983B2

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