Triethylamine → 1-(4-methylphenyloxycarbonyl)-1,2,5,6-tetrahydropyridine-3-carboxaldehyde-O-methyloxime

HRID 484335

반응식

HRID 484335 반응식
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([O:7][C:8](Cl)=[O:9])=[CH:3][CH:2]=1.[CH3:12][O:13][N:14]=[CH:15][C:16]1[CH2:17][NH:18][CH2:19][CH2:20][CH:21]=1.C(N(CC)CC)C>ClCCl>[CH3:12][O:13][N:14]=[CH:15][C:16]1[CH2:17][N:18]([C:8]([O:7][C:4]2[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=2)=[O:9])[CH2:19][CH2:20][CH:21]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 70304p-Tolyl chloroformateHCID 197313HCID 197313, 화합물

생성물 1

HCID 30728641-(4-methylphenyloxycarbonyl)-1,2,5,6-tetrahydropyridine-3-carboxaldehyde-O-methyloxime수율 91%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of p-tolylchloroformate (1.5 mL, 10.3 mmoles) in dichloromethane (15 mL) was added under nitrogen at 0° C. to a stirred solution of 1,2,5,6-tetrahydropyridine-3-carboxaldehyde-O-methyloxime (1.3 g, 9.3 mmoles) and triethylamine (1.3 mL, 2.3 mmoles) in dichloromethane (20 mL). The reaction mixture was stirred at room temperature for 20 minutes, the solvent was evaporated and the residue was partitioned between water and ethylacetate. The organic layer was dried (Na2SO4) and evaporated. The solid was triturated with cyclohexane to afford 2.3 g (91%) of a white solid with mp 70°-71° C.

후처리

  1. customthe solvent was evaporated
  2. customthe residue was partitioned between water and ethylacetate
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. customevaporated
  5. customThe solid was triturated with cyclohexane

출처 및 근거

ORD 기록
ord-9de783cbaa2b4fa6addc4ca21f17934b
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05231107

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