Methyl chloroformate → Dimethyl 2-(cyclohexyloxymethyl)piperidine-1,4-dicarboxylate

HRID 1963244ノート

反応式

HRID 1963244 の反応式
[CH:1]1([O:7][CH2:8][CH:9]2[CH2:14][CH:13]([C:15]([O:17][CH3:18])=[O:16])[CH2:12][CH2:11][NH:10]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CCN(C(C)C)C(C)C.[C:28](Cl)(=[O:31])[O:29][CH3:30].[NH4+].[Cl-]>ClCCl>[CH:1]1([O:7][CH2:8][CH:9]2[CH2:14][CH:13]([C:15]([O:17][CH3:18])=[O:16])[CH2:12][CH2:11][N:10]2[C:28]([O:29][CH3:30])=[O:31])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 6586Methyl chloroformateHCID 25517Ammonium ChlorideHCID 81531DiisopropylethylamineHCID 59536562Methyl 2-(cyclohexyloxymethyl)piperidine-4-carboxylate

生成物 1

HCID 59536557Dimethyl 2-(cyclohexyloxymethyl)piperidine-1,4-dicarboxylate収率 97.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Methyl 2-(cyclohexyloxymethyl)piperidine-4-carboxylate (2.13 g, 8.34 mmol) was dissolved in dichloromethane (50 mL). DIPEA (2.034 mL, 11.68 mmol) and methyl carbonochloridate (0.788 mL, 10.01 mmol) were added and the mixture was stirred at room temperature for 3 h. 0.1 M NH4Cl was added and the aqueous layer was extracted with DCM. The combined organic layers were filtered through a phase separator and evaporated. Dimethyl 2-(cyclohexyloxymethyl)piperidine-1,4-dicarboxylate (2.54 g, 97%) was isolated. MS m/z 314 (M+H)+

後処理

  1. extractionthe aqueous layer was extracted with DCM
  2. filtrationThe combined organic layers were filtered through a phase separator
  3. customevaporated

出典と根拠

ORDレコード
ord-bec1b2006e0441d4acdcc1aa8ba8d3af
出典データセット
uspto-grants-2013_04
特許番号
US08415378B2

反応ノート

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