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

HRID 530893노트

반응식

HRID 530893 반응식
[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

참가 물질

6

반응물 4

HCID 962WaterHCID 3283Diethyl EtherHCID 67983484Tert-butyl 3-(benzylimino)cyclohexylcarbamateHCID 178505627HCID 178505627, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ee52f911baa84fcf90879aae4e6c04ec
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09351965B2

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