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

HRID 1094715ノート

反応式

HRID 1094715 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-e773384fbbc44ca39257eae04f47bb2d
出典データセット
uspto-grants-2012_03
特許番号
US08133998B2

反応ノート

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