Ammonium Chloride → Tert-butyl 3-(2-fluorobenzyl)-3-hydroxycyclohexylcarbamate

HRID 530839ノート

反応式

HRID 530839 の反応式
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:3]1.[F:16][C:17]1[CH:25]=[CH:24][CH:23]=[CH:22][C:18]=1[CH2:19][Mg]Br.[NH4+].[Cl-]>C(OCC)C>[F:16][C:17]1[CH:25]=[CH:24][CH:23]=[CH:22][C:18]=1[CH2:19][C:2]1([OH:1])[CH2:7][CH2:6][CH2:5][CH:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13])[CH2:3]1

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 44228975(3-Oxo-cyclohexyl)-carbamic acid tert-butyl esterHCID 178505626HCID 178505626、化合物

生成物 1

HCID 67983409Tert-butyl 3-(2-fluorobenzyl)-3-hydroxycyclohexylcarbamate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To a solution of tert-butyl 3-oxocyclohexylcarbamate (2 mmol, 426 mg) in ethyl ether (10 mL) was added a solution of (2-fluorobenzyl)magnesium bromide in ether (5 mmol, 0.25 M, 20 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 NH4Cl aqueous solution. The organics were extracted with EtOAc. The EtOAc solution was concentrated. The product, tert-butyl 3-(2-fluorobenzyl)-3-hydroxycyclohexylcarbamate was purified by column chromatography on silica gel.

後処理

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

出典と根拠

ORDレコード
ord-14bd62da0f6a4a509fc40a1b6d0c9bb2
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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