Trimethyl orthoformate → HCID 23137711, compound

HRID 1436893Notes

Reaction equation

HRID 1436893 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15]C(=O)[CH2:13][CH:12]1[C:18]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=1[CH3:25])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO[CH:28]([O:31][CH3:32])[O:29][CH3:30]>CO>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][C:28]([O:29][CH3:30])([O:31][CH3:32])[CH2:13][CH:12]1[C:18]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=1[CH3:25])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 9005Trimethyl orthoformateHCID 21927685HCID 21927685, compound

Product 1

HCID 23137711HCID 23137711, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 132 g of 1-benzyloxycarbonyl-2-(4-fluoro-2-methylphenyl)-4-oxopiperidine were added 650 ml of methanol, 84 ml of trimethoxymethane and 2 g of strongly acidic resin IR-120 (manufactured by Japan Organo Co., Ltd.), and the mixture was stirred at room temperature for 3 days. From the reaction mixture was removed insoluble matters by filtration, and the solvent was removed by distillation under reduced pressure, to give 146 g of 1-benzyloxycarbonyl-2-(4-fluoro-2-methylphenyl)-4,4-dimethoxypiperidine as shown in Table 125 below.

Workup

  1. customFrom the reaction mixture was removed insoluble matters
  2. filtrationby filtration
  3. customthe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-eaad82ecf3334b43a61336aa5a4336d1
Source dataset
uspto-grants-2009_11
Patent number
US07619092B2

Reaction notes

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