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

HRID 1682945ノート

反応式

HRID 1682945 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

HCID 538083811-Boc-4-phenyl-4-piperidinedicarboxylic acid methyl ester収率 98%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-785c90aa7ec443cbae151192ffcb4ff9
出典データセット
uspto-grants-1997_06
特許番号
US05635510

反応ノート

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