Methyl iodide → 1-Boc-4-phenyl-4-piperidinedicarboxylic acid methyl ester

HRID 1682945

반응식

HRID 1682945 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([C:14]([OH:16])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CI.[CH:25](N(CC)C(C)C)(C)C>C(#N)C.C(OCC)(=O)C>[CH3:25][O:15][C:14]([C:11]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:12][CH2:13][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:9][CH2:10]1)=[O:16]

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 81531DiisopropylethylamineHCID 7369171-((Tert-butoxy)carbonyl)-4-phenylpiperidine-4-carboxylic acid

생성물 1

HCID 538083811-Boc-4-phenyl-4-piperidinedicarboxylic acid methyl ester수율 98%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

1-tert-Butyloxycarbonyl-4-phenyl-piperidine-4-carboxylic acid (0.9162 g, 3 mmol) was allowed to react with methyl iodide (1.87 mL, 30 mmol, 10 eq.) in the presence of N,N-diisopropylethylamine (2.61 mL, 15 mmol, 5 eq.) in acetonitrile (30 mL) at 20° C. for 16 hours. The solution was diluted with ethyl acetate and washed with 1N HCl, saturated sodium bicarbonate and saturated sodium chloride. The organic phase was dried over magnesium sulfate and the solvent was concentrated in vacuo to give 0.935 g (98%) of the title compound.

후처리

  1. washwashed with 1N HCl, saturated sodium bicarbonate and saturated sodium chloride
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. concentrationthe solvent was concentrated in vacuo

출처 및 근거

ORD 기록
ord-785c90aa7ec443cbae151192ffcb4ff9
출처 데이터셋
uspto-grants-1997_06
특허 번호
US05635510

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