Hydrochloric Acid → 1-(2-Bromo-5-chlorophenyl)ethanone

HRID 1743951

반응식

HRID 1743951 반응식
[CH3:1][Mg]Br.[Br:4][C:5]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:6]=1[C:7](N(OC)C)=[O:8].Cl.O>O1CCCC1>[Br:4][C:5]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:6]=1[C:7](=[O:8])[CH3:1]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 222365462-Bromo-5-chloro-N-methoxy-N-methylbenzamideHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 124866171-(2-Bromo-5-chlorophenyl)ethanone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Methylmagnesium bromide (4.26 mL of a 1.4M solution in tetrahydrofuran/toulene, 5.97 mmol) was added dropwise to a stirred solution of 2-bromo-5-chloro-N-methoxy-N-methylbenzamide (0.554 g, 1.99 mmol) in tetrahydrofuran (20 mL) at approximatately 0° C. After 1 h, 1N hydrochloric acid (5 mL) was added and the resulting biphasic mixture was stirred vigorously for about 10 min. The reaction mixture was poured into water and extracted three times with ethyl acetate. The combined organic extracts were washed with brine, dried (MgSO4) and concentrated in vacuo. Purification of the crude residue by flash chromatography on silica gel (gradient elution; 0–10% ethyl acetate/hexanes as eluent) provided the title compound as a colorless oil.

후처리

  1. extractionextracted three times with ethyl acetate
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customPurification of the crude residue by flash chromatography on silica gel (gradient elution; 0–10% ethyl acetate/hexanes as eluent)

출처 및 근거

ORD 기록
ord-eaae6ffbaf81461ab44aa2a09e09c742
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07012084B2

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