Triethylamine → 3-Phenyl[(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)methyl]benzene

HRID 234120

反応式

HRID 234120 の反応式
Cl[CH2:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1.Cl.[C:16]1([C:22]2[CH2:23][CH2:24][NH:25][CH2:26][CH:27]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[C:9]1([C:5]2[CH:4]=[C:3]([CH2:2][N:25]3[CH2:24][CH:23]=[C:22]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[CH2:27][CH2:26]3)[CH:8]=[CH:7][CH:6]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 27238604-Phenyl-1,2,3,6-tetrahydropyridine hydrochlorideHCID 154808923-(Chloromethyl)-1,1'-biphenyl

生成物 1

HCID 155212333-Phenyl[(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)methyl]benzene

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

To a solution of 45 mg of 3-chloromethylbiphenyl in 5 mL of chloroform was added 50 mg of 4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride and 0.5 mL triethylamine. The reaction mixture was heated at reflux temperature overnight, cooled to room temperature, washed successively with 50 mL aliquots of dilute sodim hydroxide and brine. The chloroform was removed by evaporation under reduced pressure to yield 3-phenyl[(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)methyl]benzene which was purified by chromatography on silica gel using 5% methanol in dichloromethane as eluent. Evaporation of the solvent yielded a solid which was treated with ethereal-HCl to give 15 mg of 3-[(4-1,2,3,6-tetrahydropyridin-1-yl)methyl]biphenyl hydrochloride (Compound 3), mp 236°-238° C.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux temperature overnight
  3. washwashed successively with 50 mL aliquots of dilute sodim hydroxide and brine
  4. customThe chloroform was removed by evaporation under reduced pressure

出典と根拠

ORDレコード
ord-3006b2ef9eb540e48e8c70bd67547adc
出典データセット
uspto-grants-1997_01
特許番号
US05594141

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