Bromoacetyl bromide → HCID 13457766, 화합물

HRID 280138노트

반응식

HRID 280138 반응식
[Cl:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[N:7]([NH:12][CH3:13])[C:8]([CH3:11])=[CH:9][CH:10]=1)=[O:5].C(=O)(O)[O-].[Na+].[Br:23][CH2:24][C:25](Br)=[O:26]>ClCCl>[CH3:13][N:12]([N:7]1[C:8]([CH3:11])=[CH:9][CH:10]=[C:6]1[C:4](=[O:5])[C:3]1[CH:14]=[CH:15][CH:16]=[CH:17][C:2]=1[Cl:1])[C:25](=[O:26])[CH2:24][Br:23]

참가 물질

5

반응물 3

HCID 61147Bromoacetyl bromideHCID 516892Sodium BicarbonateHCID 13457765HCID 13457765, 화합물

생성물 1

HCID 13457766HCID 13457766, 화합물수율 82%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A stirred slurry of 2-(2-chlorobenzoyl)-1-methylamino-5-methylpyrrole (18.7 g, 75 mmol) and sodium bicarbonate (14.2 g, 170 mmol) in 100 ml of dichloromethane was treated with a solution of bromoacetyl bromide (15.2 g, 90 mmol) in 30 ml of dichloromethane over 30 minutes and stirred at room temperature ovrnight. The reaction mixture was quenched with 100 ml of H2O, separated, washed with H2O and brine, dried (MgSO4), filtered, and evaporated. The resultant oil was purified by HPLC (silica, 1:1 ethyl acetate-hexane) to give an oil which crystallized from ether to give 22.7 g (82%) of needles, m.p. 108°-109°.

후처리

  1. customThe reaction mixture was quenched with 100 ml of H2O
  2. customseparated
  3. washwashed with H2O and brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThe resultant oil was purified by HPLC (silica, 1:1 ethyl acetate-hexane)
  8. customto give an oil which
  9. customcrystallized from ether

출처 및 근거

ORD 기록
ord-abb1fb7b66c34f0b80b2eb5d6b968035
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04588727

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