Methyl chloroformate → Dimethyl 2-(3-fluorobenzyl)piperidine-1,4-dicarboxylate

HRID 1963272ノート

反応式

HRID 1963272 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[CH2:5][CH:6]1[CH2:11][CH:10]([C:12]([O:14][CH3:15])=[O:13])[CH2:9][CH2:8][NH:7]1.CCN(C(C)C)C(C)C.[C:28](Cl)(=[O:31])[O:29][CH3:30]>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[CH2:5][CH:6]1[CH2:11][CH:10]([C:12]([O:14][CH3:15])=[O:13])[CH2:9][CH2:8][N:7]1[C:28]([O:29][CH3:30])=[O:31]

参加物

5

反応物 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 66732105Methyl 2-(3-fluorobenzyl)piperidine-4-carboxylate

生成物 1

HCID 66734612Dimethyl 2-(3-fluorobenzyl)piperidine-1,4-dicarboxylate収率 99.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Methyl 2-(3-fluorobenzyl)piperidine-4-carboxylate (7.6 g, 30.24 mmol) was dissolved in DCM (200 mL) and DIPEA (6.32 mL, 36.29 mmol), then methyl carbonochloridate (3.3 mL, 41.91 mmol) was added. The solution was stirred at room temperature for 2 h. The reaction mixture was washed with 0.1 M HCl and satd NaHCO3. The organic phase was passed through a phase separator and evaporated to yield dimethyl 2-(3-fluorobenzyl)piperidine-1,4-dicarboxylate (9.30 g, 99%) as a brown oil. MS m/z 310 (M+H)+

後処理

  1. washThe reaction mixture was washed with 0.1 M HCl
  2. customevaporated

出典と根拠

ORDレコード
ord-222c1f9fa8df41afbff1653ed5a1dd42
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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