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

HRID 6858
Notes
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Reaction equation

HRID 6858 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-d1a6d861cf4a468590e8aa366704d9ac
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07084159B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes