N-bromobutanimide → Ethyl 2-(4-amino-3-bromophenyl)acetate

HRID 1773973

반응식

HRID 1773973 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][CH:3]=1.[Br:14]N1C(=O)CCC1=O>CC#N>[CH2:12]([O:11][C:9](=[O:10])[CH2:8][C:5]1[CH:4]=[CH:3][C:2]([NH2:1])=[C:7]([Br:14])[CH:6]=1)[CH3:13]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 225219p-Aminophenylacetic acid ethyl ester

생성물 1

HCID 19702145Ethyl 2-(4-amino-3-bromophenyl)acetate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of ethyl 4-aminophenylacetate (1.79 g, 10 mmol, 1 eq.) in MeCN (50 mL), N-bromsuccinimide (1.78 g, 10 mmol, 1 eq.) was added slowly. The mixture was stirred at r.t. for 72 hours. The reaction mixture was concentrated in vacuo. The residue was partitioned between water (50 mL) and Et2O (50 mL). The org. phase was washed with sat. aq. NaCl soln. (1×50 mL), dried over MgSO4, and concentrated in vacuo to give (4-amino-3-bromo-phenyl)-acetic acid ethyl ester as an orange oil. The product was used without further purification.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customThe residue was partitioned between water (50 mL) and Et2O (50 mL)
  3. washphase was washed with sat. aq. NaCl soln
  4. dry with material(1×50 mL), dried over MgSO4
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e986737d4dab4274bb71e2f7d4a0cac2
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09255090B2

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