Dimethylformamide → m-Ethylbenzaldehyde

HRID 324399

反応式

HRID 324399 の反応式
Br[C:2]1[CH:3]=[C:4]([CH2:8][CH3:9])[CH:5]=[CH:6][CH:7]=1.C([Li])CCC.CN(C)[CH:17]=[O:18]>O1CCCC1>[CH2:8]([C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[CH:17]=[O:18])[CH3:9]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 123170Benzene, 1-bromo-3-ethyl-HCID 178418339Butyllithium

生成物 1

HCID 118623m-Ethylbenzaldehyde

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 3-bromo-ethylbenzene (25 g) in dry tetrahydrofuran (350 ml) at −70° C. was treated dropwise with n-butyllithium (59 ml of a 2.5M solution in hexanes) and stirred for 1 hour. N,N-Dimethylformamide (30 ml) was added and the solution was stirred at −70° C. for 1 hour and allowed to warm to room temperature. The reaction mixture was partitioned between saturated ammonium chloride solution and ethyl acetate. The organic phase was washed with 1N hydrochloric acid, dried (MgSO4) and evaporated.

後処理

  1. stirringthe solution was stirred at −70° C. for 1 hour
  2. customThe reaction mixture was partitioned between saturated ammonium chloride solution and ethyl acetate
  3. washThe organic phase was washed with 1N hydrochloric acid
  4. dry with materialdried (MgSO4)
  5. customevaporated

出典と根拠

ORDレコード
ord-0133cb16fb0d4941a628eec4a0bbb843
出典データセット
uspto-grants-2001_04
特許番号
US06218376B1

関連ノート

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