Water → Tert-butyl 3-(benzylamino)-3-(2-fluorobenzyl)cyclohexylcarbamate

HRID 530893ノート

反応式

HRID 530893 の反応式
[CH2:1]([N:8]=[C:9]1[CH2:14][CH2:13][CH2:12][CH:11]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:23][C:24]1[CH:32]=[CH:31][CH:30]=[CH:29][C:25]=1[CH2:26][Mg]Cl.CCOCC.O>C1COCC1>[CH2:1]([NH:8][C:9]1([CH2:26][C:25]2[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=2[F:23])[CH2:14][CH2:13][CH2:12][CH:11]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:19])([CH3:21])[CH3:20])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 3283Diethyl EtherHCID 67983484Tert-butyl 3-(benzylimino)cyclohexylcarbamateHCID 178505627HCID 178505627、化合物

生成物 1

HCID 67983661Tert-butyl 3-(benzylamino)-3-(2-fluorobenzyl)cyclohexylcarbamate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To the solution of tert-butyl 3-(benzylimino)cyclohexylcarbamate (4 mmol) in THF (10 mL) was added a solution of (2-fluorobenzyl)magnesium chloride in ether (9 mmol, 0.25 M, 36 mL) at 0° C. The reaction mixture was allowed to warm to room temperature and stirred for overnight. The reaction mixture was added to the iced water. The organics were extracted using EtOAc from the aqueous mixture. The EtOAc solution was concentrated. The product, tert-butyl 3-(benzylamino)-3-(2-fluorobenzyl)cyclohexylcarbamate, was purified by column chromatography on silica gel.

後処理

  1. extractionThe organics were extracted
  2. concentrationThe EtOAc solution was concentrated
  3. customThe product, tert-butyl 3-(benzylamino)-3-(2-fluorobenzyl)cyclohexylcarbamate, was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-ee52f911baa84fcf90879aae4e6c04ec
出典データセット
uspto-grants-2016_05
特許番号
US09351965B2

反応ノート

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