1-Chloroethyl chloroformate → Hydrochloric Acid

HRID 1361519노트

반응식

HRID 1361519 반응식
C([N:8]1[CH2:13][CH2:12][C:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH3:23])([C:14]#[N:15])[CH2:10][CH2:9]1)C1C=CC=CC=1.[Cl:24]C(OC(Cl)=O)C>C(Cl)Cl>[CH3:23][O:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:11]1([C:14]#[N:15])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1.[ClH:24]

참가 물질

5

반응물 2

HCID 5213051-Chloroethyl chloroformateHCID 49760213HCID 49760213, 화합물

생성물 2

HCID 313Hydrochloric AcidHCID 231499534-(2-Methoxyphenyl)piperidine-4-carbonitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 1-benzyl-4-(2-methoxy-phenyl)-piperidine-4-carbonitrile 7a (6.17 g, 0.02 mol) in CH2Cl2 (200 mL) was added dropwise chloroformic acid 1-chloroethyl ester (3.66 g, 0.03 mol). After stirred for 5 h the mixture was concentrated under reduced pressure and methanol (200 mL) was added. The mixture was then heated to reflux for 30 min. The solvent was removed under vacuum. Diethyl ether (100 mL) was added and the white precipitate was collected by filtration to afford 4-(2-methoxyphenyl)piperidine-4-carbonitrile 7b as HCl salt. 1H NMR (CDCl3) δ 9.5-9.1 (br, 2H), 7.41 (t, J=7.6 Hz, 1H), 7.30 (d, J=7.6 Hz, 1H), 7.15 (d, J=8.4 Hz, 1H), 7.02 (t, J=7.6 Hz, 1H), 3.87 (s, 3H). 3.44 (d, J=13.2 Hz, 2H), 3.08 (m, 2H), 2.48 (m, 2H), 2.28 (m, 2H). MS (ESI) m/z (M+H+) 217.2.

후처리

  1. concentrationwas concentrated under reduced pressure and methanol (200 mL)
  2. additionwas added
  3. temperatureThe mixture was then heated
  4. temperatureto reflux for 30 min
  5. customThe solvent was removed under vacuum
  6. additionDiethyl ether (100 mL) was added
  7. filtrationthe white precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-8b735e15a4ce44e89080587b887f80e0
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07880007B2

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