Bromoacetyl bromide → HCID 13457766、化合物

HRID 280138ノート

反応式

HRID 280138 の反応式
[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]

参加物

5

反応物 3

HCID 61147Bromoacetyl bromideHCID 516892Sodium BicarbonateHCID 13457765HCID 13457765、化合物

生成物 1

HCID 13457766HCID 13457766、化合物収率 82%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-abb1fb7b66c34f0b80b2eb5d6b968035
出典データセット
uspto-grants-1986_05
特許番号
US04588727

反応ノート

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