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2-Cyano-3-cyclohexyl-3-oxo-propionic acid ethyl ester → 3-Cyclohexyl-3-oxopropanenitrile

HRID 478189
Notes
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Reaction equation

HRID 478189 reaction equation
C(OC(=O)[CH:5]([C:14]#[N:15])[C:6]([CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7])C>CS(C)=O.O>[CH:8]1([C:6](=[O:7])[CH2:5][C:14]#[N:15])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 235445432-Cyano-3-cyclohexyl-3-oxo-propionic acid ethyl ester

Product 1

HCID 113095973-Cyclohexyl-3-oxopropanenitrile

Reagents, catalysts & solvents 1

HCID 23503278(Methanesulfinyl)methane--water (1/1)Solvent

Procedure

A solution of 2-cyano-3-cyclohexyl-3-oxo-propionic acid ethyl ester in DMSO:water (10:1) was stirred at 120° C. for 2 hours. The reaction mixture was partitioned between ether and 1N HCl, the organic phase was dried with MgSO4 and the solvent removed under reduced pressure.

Workup

  1. customThe reaction mixture was partitioned between ether and 1N HCl
  2. dry with materialthe organic phase was dried with MgSO4
  3. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-77dd8144fad54d2a9f71c7b13b36520b
Source dataset
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06642227B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes