Water → 4'-(Trifluoromethyl)-4-biphenylcarbaldehyde

HRID 463514

反応式

HRID 463514 の反応式
[Li+].CCC[CH2-].Br[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)=[CH:9][CH:8]=1.CN(C)[CH:25]=[O:26].O>CCCCCC.C1COCC1>[F:20][C:19]([F:22])([F:21])[C:16]1[CH:17]=[CH:18][C:13]([C:10]2[CH:11]=[CH:12][C:7]([CH:25]=[O:26])=[CH:8][CH:9]=2)=[CH:14][CH:15]=1

参加物

7

反応物 4

HCID 962WaterHCID 6228DimethylformamideHCID 61028n-Butyl lithiumHCID 127123494-Bromo-4'-(trifluoromethyl)biphenyl

生成物 1

HCID 27827124'-(Trifluoromethyl)-4-biphenylcarbaldehyde

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒

実験手順

N-Butyllitium in hexane (95 ml, 1.55M) was added dropwise to 4-Bromo-4'-trifluoromethylbiphenyl (40 g) in 250 ml of THF under N2 at -70° C. After addition the mixture was stirred for a further 10 mins and then dry dimethylformamide (19.49) in a solution of dry tetrahydrofuran (100 ml) was added dropwise. The mixture was then allowed to warm to room temperature in the absence of coolant. After stirring for 1.5 hours water was added and the mixture extracted with ether. The water washed and dried extracts were evaporated to give p-(4-trifluoromethylphenyl)benzaldehyde (34.5 g) m.p. 70°.

後処理

  1. additionAfter addition the mixture
  2. additionwas added
  3. extractionthe mixture extracted with ether
  4. washThe water washed
  5. customdried extracts
  6. customwere evaporated

出典と根拠

ORDレコード
ord-9d36cafe6e454d688a6364df5c155b1a
出典データセット
uspto-grants-1985_05
特許番号
US04520007

関連ノート

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