1-Chloroethyl chloroformate → Hydrochloric Acid

HRID 1361519ノート

反応式

HRID 1361519 の反応式
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]

参加物

5

反応物 2

HCID 5213051-Chloroethyl chloroformateHCID 49760213HCID 49760213、化合物

生成物 2

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8b735e15a4ce44e89080587b887f80e0
出典データセット
uspto-grants-2011_02
特許番号
US07880007B2

反応ノート

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