Acetic Anhydride → N-[(1-t-Butoxycarbonyl-4-phenylpiperidin-4-yl)methyl]acetamide

HRID 405931Notes

Reaction equation

HRID 405931 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:22](OC(=O)C)(=[O:24])[CH3:23]>C(O)C>[C:22]([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:24])[CH3:23]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 10565452Tert-butyl 4-(aminomethyl)-4-phenylpiperidine-1-carboxylate

Product 1

HCID 58117727N-[(1-t-Butoxycarbonyl-4-phenylpiperidin-4-yl)methyl]acetamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8 g tert-butyl 4-aminomethyl-4-phenylpiperidine-1-carboxylate and 2.9 ml acetic anhydride are stirred in 80 ml of ethanol overnight at ambient temperature and then evaporated to dryness. 10.4 g product are obtained.

Workup

  1. customevaporated to dryness

Sources & evidence

ORD record
ord-4966f4e4a22049059dd86bdeab746d4e
Source dataset
uspto-grants-2014_06
Patent number
US08754073B2

Reaction notes

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