1-Chloroethyl chloroformate → HCID 58772391, 화합물

HRID 1361514노트

반응식

HRID 1361514 반응식
C([N:8]1[CH2:13][CH2:12][C:11]([C:15]2[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:16]=2[O:22][CH3:23])([F:14])[CH2:10][CH2:9]1)C1C=CC=CC=1.ClC(OC(Cl)=O)C>ClCCl>[Cl:21][C:19]1[CH:18]=[CH:17][C:16]([O:22][CH3:23])=[C:15]([C:11]2([F:14])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH:20]=1

참가 물질

4

반응물 2

HCID 5213051-Chloroethyl chloroformateHCID 58772512HCID 58772512, 화합물

생성물 1

HCID 58772391HCID 58772391, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 1-benzyl-4-(5-chloro-2-methoxy-phenyl)-4-fluoro-piperidine 4c (13.8 g, 0.04 mol) in dichloromethane (50 mL) was added 1-chloroethylchloroformate. (7.1 g, 0.05 mol). The mixture was stirred at room temperature for 2 h and then concentrated to dryness. The residual was dissolved in methanol (50 mL) and then heated to reflux for 30 min. The mixture was concentrated to dryness in vacuo, ether was added, the precipitate solid was filtered and washed with ether to obtain 4-(5-chloro-2-methoxyphenyl)-4-fluoropiperidine 4d as its hydrochloride salt. 1H NMR (DMSO-d6): δ 9.10-9.01 (m, 2H), 7.25 (q, J1=8.4 Hz, J2=8.8 Hz, 1H), 7.33 (d, J=2.8 Hz, 1H), 7.12 (d, J=8.8 Hz, 1H), 3.82 (s, 3H), 3.27 (s, 2H), 3.13-3.04 (m, 2H), 2.79-2.66 (m, 2H), 1.924-1.864 (t. 2H). MS (ESI) m/z (M+H+) 243.98.

후처리

  1. concentrationconcentrated to dryness
  2. dissolutionThe residual was dissolved in methanol (50 mL)
  3. temperatureheated
  4. temperatureto reflux for 30 min
  5. concentrationThe mixture was concentrated to dryness in vacuo, ether
  6. additionwas added
  7. filtrationthe precipitate solid was filtered
  8. washwashed with ether

출처 및 근거

ORD 기록
ord-f4a90dc2068b499e840f48bb32a729c7
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07880007B2

반응 노트

불러오는 중…