Chloroacetyl chloride → 1-(4-Benzylpiperidin-1-yl)-2-chloroethan-1-one

HRID 1533165노트

반응식

HRID 1533165 반응식
[CH2:1]([CH:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].[Cl:20][CH2:21][C:22](Cl)=[O:23]>C1COCC1>[CH2:1]([CH:8]1[CH2:13][CH2:12][N:11]([C:22]([CH2:21][Cl:20])=[O:23])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 317384-Benzylpiperidine

생성물 1

HCID 11296081-(4-Benzylpiperidin-1-yl)-2-chloroethan-1-one수율 91.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 4-benzylpiperidine (17.5 g, 100 mmol) in THF (250 mL) was treated with K2CO3 (14 g, 101 mmol) and chloroacetylchloride (11.3 g, 100 mmol) at rt for 2 hours. The reaction mixture was filtered. The filtrate was concentrated, and then dissolved in EtOAc and water. The 25 organic layer was washed with brine, dried over MgSO4, and concentrated to give the product (21.6 g, 91.5%). 1H NMR (CDCl3) δ 7.32-7.12 (m, 5H), 4.09 (s, 2H), 3.79-3.76 (m, 2H), 2,56 (d, J=7.0 Hz, 2H), 1.89-1.80 (m, 1H), 1.79-1.71 (m, 4H), 1.28-1.12 (m, 2H).

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationThe filtrate was concentrated
  3. dissolutiondissolved in EtOAc
  4. washThe 25 organic layer was washed with brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-206f674c37f54c77b69fd9574e83212e
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06207697B1

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