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2-Bromo-3'-chloroacetophenone → (RS)-2-[2-(3-Chloro-phenyl)-2-oxo-ethoxycarbonylmethyl]-piperidine-1-carboxylic tert butyl ester

HRID 30181
Notes
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Reaction equation

HRID 30181 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]=[C:24]([Cl:28])[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]=[C:24]([Cl:28])[CH:23]=1)=[O:21])=[O:16])=[O:7])([CH3:4])([CH3:2])[CH3:3]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 387382-Bromo-3'-chloroacetophenoneHCID 50585361-Boc-2-Piperidineacetic Acid

Product 1

HCID 86629011(RS)-2-[2-(3-Chloro-phenyl)-2-oxo-ethoxycarbonylmethyl]-piperidine-1-carboxylic tert butyl esterYield 81.4%

Procedure

The title compound (2.65 g) was prepared from (RS)-2-carboxymethyl-piperidine-1-carboxylic acid tert butyl ester (2.0 g) and 2-bromo-3′-chloroacetophenone (1.92 g) according to the method of description 36.

Sources & evidence

ORD record
ord-c95c2991bde54740a6af9825fb19498d
Source dataset
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07423052B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes