Methanol → 1-[(4,4-Difluorocyclohexyl)methyl]piperidin-4-amine

HRID 446001노트

반응식

HRID 446001 반응식
Cl.O1CCOCC1.[F:8][C:9]1([F:30])[CH2:14][CH2:13][CH:12]([CH2:15][N:16]2[CH2:21][CH2:20][CH:19]([NH:22]C(=O)OC(C)(C)C)[CH2:18][CH2:17]2)[CH2:11][CH2:10]1.CO.[OH-].[Na+]>C(OCC)(=O)C>[F:30][C:9]1([F:8])[CH2:10][CH2:11][CH:12]([CH2:15][N:16]2[CH2:17][CH2:18][CH:19]([NH2:22])[CH2:20][CH2:21]2)[CH2:13][CH2:14]1

참가 물질

6

반응물 4

HCID 887MethanolHCID 14798Sodium HydroxideHCID 204431481,4-Dioxane hydrochlorideHCID 71293727tert-Butyl N-{1-[(4,4-difluorocyclohexyl)methyl]piperidin-4-yl}carbamate

생성물 1

HCID 712936341-[(4,4-Difluorocyclohexyl)methyl]piperidin-4-amine수율 92%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A 4 N hydrogen chloride/1,4-dioxane solution (11 ml, 43 mmol) was added to a mixture of tert-butyl N-{1-[(4,4-difluorocyclohexyl)methyl]piperidin-4-yl}carbamate obtained in Example 2c (650 mg, 1.96 mmol) and methanol (11 ml), followed by stirring at room temperature for three hours. After concentrating the reaction liquid, the residue was dissolved in ethyl acetate, a 1N aqueous sodium hydroxide solution was added, and the organic layer was separated. The aqueous layer was further extracted with ethyl acetate twice, the organic layers were dried over sodium sulfate, and the solvent was then distilled off to give the title compound (419 mg, yield 92%).

후처리

  1. concentrationAfter concentrating
  2. customthe reaction liquid
  3. customthe organic layer was separated
  4. extractionThe aqueous layer was further extracted with ethyl acetate twice
  5. dry with materialthe organic layers were dried over sodium sulfate
  6. distillationthe solvent was then distilled off

출처 및 근거

ORD 기록
ord-79f32c68ea7c499c888d14bc18a225e5
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476301B2

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