Water → Tert-butyl 4-[(2-methoxyacetylamino)-methyl]-4-phenylpiperidine-1-carboxylate

HRID 405928Notes

Reaction equation

HRID 405928 reaction equation
[NH2:1][CH2:2][C:3]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1.C(N(C(C)C)CC)(C)C.[CH3:31][O:32][CH2:33][C:34](Cl)=[O:35].O>ClCCl>[CH3:31][O:32][CH2:33][C:34]([NH:1][CH2:2][C:3]1([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:14])([CH3:15])[CH3:13])=[O:10])[CH2:5][CH2:4]1)=[O:35]

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 96623Methoxyacetyl chlorideHCID 10565452Tert-butyl 4-(aminomethyl)-4-phenylpiperidine-1-carboxylate

Product 1

HCID 58080361Tert-butyl 4-[(2-methoxyacetylamino)-methyl]-4-phenylpiperidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.7 g of commercial tert-butyl 4-aminomethyl-4-phenyl-piperidine-1-carboxylate and 3 ml diisopropylethylamine are placed in 30 ml dichloromethane. Then 2.25 ml methoxyacetyl chloride are slowly added. The reaction mixture is stirred at ambient temperature, until there is no further reaction, then mixed with water. The organic phase is evaporated to dryness. 4.7 g product are obtained as an oil.

Workup

  1. customno further reaction
  2. customThe organic phase is evaporated to dryness

Sources & evidence

ORD record
ord-925d57e9b359436bb66d17c88f66efd5
Source dataset
uspto-grants-2014_06
Patent number
US08754073B2

Reaction notes

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