Methyl chloroformate → Dimethyl 2-(2,5-difluorobenzyl)piperidine-1,4-dicarboxylate

HRID 1963311ノート

反応式

HRID 1963311 の反応式
[F:1][C:2]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:3]=1[CH2:4][CH:5]1[CH2:10][CH:9]([C:11]([O:13][CH3:14])=[O:12])[CH2:8][CH2:7][NH:6]1.CCN(C(C)C)C(C)C.[C:29](Cl)(=[O:32])[O:30][CH3:31]>C(Cl)Cl>[F:1][C:2]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:3]=1[CH2:4][CH:5]1[CH2:10][CH:9]([C:11]([O:13][CH3:14])=[O:12])[CH2:8][CH2:7][N:6]1[C:29]([O:30][CH3:31])=[O:32]

参加物

5

反応物 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 66731652HCID 66731652、化合物

生成物 1

HCID 66734456Dimethyl 2-(2,5-difluorobenzyl)piperidine-1,4-dicarboxylate収率 100.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of methyl 2-(2,5-difluorobenzyl)piperidine-4-carboxylate (6.65 g, 24.69 mmol) in DCM (100 mL) and DIPEA (5.16 mL, 29.63 mmol) was added methyl carbonochloridate (2.53 mL, 32.10 mmol) dropwise at room temperature under nitrogen. The reaction mixture was stirred at room temperature for 1 h. The reaction was quenched with 0.15 M HCl (250 mL). The organic phase was separated, washed with satd NaHCO3, dried using a phase separator and evaporated to yield dimethyl 2-(2,5-difluorobenzyl)piperidine-1,4-dicarboxylate (8.1 g, 100%). MS m/z 328 (M+H)+

後処理

  1. customThe reaction was quenched with 0.15 M HCl (250 mL)
  2. customThe organic phase was separated
  3. washwashed with satd NaHCO3
  4. customdried
  5. customevaporated

出典と根拠

ORDレコード
ord-85bee873ae75481ebb7a13eca800befe
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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