Phenacyl bromide → (RS)-2-[2-phenyl-2-oxo-ethoxycarbonylmethyl]-piperidine-1-carboxylic tert butyl ester

HRID 30178Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][C:15]([OH:17])=[O:16])=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH2:19][C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:21]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][C:15]([O:17][CH2:19][C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:21])=[O:16])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 6259Phenacyl bromide

HCID 50585361-Boc-2-Piperidineacetic Acid

Product 1

HCID 86629005(RS)-2-[2-phenyl-2-oxo-ethoxycarbonylmethyl]-piperidine-1-carboxylic tert butyl esterYield 95.2%

Procedure

The title compound (7.07 g) was prepared from (RS)-2-carboxymethyl-piperidine-1-carboxylic acid tert butyl ester (5.0 g) and 2-bromoacetophenone (4.18 g) according to the method of description 36.

Sources & evidence

ORD record: ord-a69345c2ff894388ba7cfbf63ca39edd
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07423052B2

Reaction notes

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