1,2-Dichloroethane → 2-(4,4-Difluoropiperidin-1-yl)acetyl chloride

HRID 1094715노트

반응식

HRID 1094715 반응식
Cl.[F:2][C:3]1([F:9])[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.Cl[CH2:11][C:12]([OH:14])=O.C(Cl)C[Cl:17]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[F:2][C:3]1([F:9])[CH2:8][CH2:7][N:6]([CH2:11][C:12]([Cl:17])=[O:14])[CH2:5][CH2:4]1

참가 물질

6

반응물 3

HCID 111,2-DichloroethaneHCID 300Chloroacetic AcidHCID 27583514,4-Difluoropiperidine hydrochloride

생성물 1

HCID 598428832-(4,4-Difluoropiperidin-1-yl)acetyl chloride수율 88%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of 4,4-difluoropiperidine hydrochloride (1.44 g, 9 mmol) in DCM (15 mL) was added chloroacetic acid (0.94 g, 10 mmol), TEA (1.5 mL), EDC (3.82 g, 20 mmol) and DMAP (cat.). The reaction mixture was stirred at RT overnight. The contents were transferred to a separatory funnel and DCM layer was washed saturated NaHCO3 solution, dried over anhydrous Na2SO4. The crude product was purified by flash column chromatography using 3:1 Pet. Ether:DCM in. 2-(4,4-difluoropiperidin-1-yl)acetyl chloride was isolated as a white solid weighing 1.57 g (yield: 88%).

후처리

  1. customThe contents were transferred to a separatory funnel
  2. washDCM layer was washed saturated NaHCO3 solution
  3. dry with materialdried over anhydrous Na2SO4
  4. customThe crude product was purified by flash column chromatography

출처 및 근거

ORD 기록
ord-e773384fbbc44ca39257eae04f47bb2d
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08133998B2

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