Hydrochloric Acid → HCID 18955939、化合物

HRID 2379680ノート

反応式

HRID 2379680 の反応式
Br[C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][CH:22]=1)[CH:5]([N:13]1[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]1)[C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1.C([Li])CCC.CN(C)[CH:30]=[O:31].Cl>O1CCCC1.CCCCCC>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([CH:5]([N:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)[C:4]2[CH:20]=[CH:21][CH:22]=[C:2]([CH:30]=[O:31])[CH:3]=2)=[CH:7][CH:8]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 189559271-[(3-Bromophenyl)(4-chlorophenyl)methyl]-4-methylpiperazineHCID 178418339Butyllithium

生成物 1

HCID 18955939HCID 18955939、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

反応条件

温度
-78 °C

実験手順

1-(3-Bromo-4'-chlorobenzhydryl)-4-methylpiperazine (see U.S. Pat. No. 4,757,074) (1.00 g, 2.63 mmole) was dissolved in 12 ml of dry tetrahydrofuran under nitrogen and cooled to -78° C. A solution of 1.1 M n-butyllithium in hexane (2.4 ml) was added dropwise and the reaction was stirred for ten minutes. N,N-Dimethylformamide (0.25 ml, 3.2 mmole) was added in one portion and the reaction was allowed to warm to -40° C. Hydrochloric acid (1.0M, 20 ml) was added and the reaction was warmed to room temperature. The solution was washed with 20 ml of diethyl ether and the ethereal wash was discarded. The aqueous solution was made basic with aqueous sodium hydroxide and extracted with two 15 ml portions of chloroform. The combined chloroform extracts were dried over sodium sulfate and the solvent removed to give 738 mg of crude 1-(4-chloro-3'-formylbenzhydryl)-4-methylpiperazine as a dark oil.

後処理

  1. temperatureto warm to -40° C
  2. temperaturethe reaction was warmed to room temperature
  3. washThe solution was washed with 20 ml of diethyl ether
  4. washthe ethereal wash
  5. extractionextracted with two 15 ml portions of chloroform
  6. dry with materialThe combined chloroform extracts were dried over sodium sulfate
  7. customthe solvent removed

出典と根拠

ORDレコード
ord-bd3d815c664e46c68c79748597a7ac43
出典データセット
uspto-grants-1994_11
特許番号
US05364843

反応ノート

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