Ethyl Acetate → HCID 59324119, compound

HRID 1639711Notes

Reaction equation

HRID 1639711 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][N:10]=[C:9]1[CH:13]([O:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:19]=1[CH3:25])[CH2:14][CH:15]=[CH2:16])=O)(C)(C)C.[OH-].[Na+].CCOC(C)=O>FC(F)(F)C(O)=O.ClCCl>[CH3:25][C:19]1[C:20]([CH3:24])=[CH:21][CH:22]=[CH:23][C:18]=1[O:17][CH:13]([C:9]1[NH:10][CH2:11][CH2:12][N:8]=1)[CH2:14][CH:15]=[CH2:16]

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 59324097HCID 59324097, compound

Product 1

HCID 59324119HCID 59324119, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

2-[1-(2,3-dimethyl-phenoxy)-but-3-enyl]-4,5-dihydro-imidazole-1-carboxylic acid tert-butyl ester (120 mg) was dissolved in a solution of 10% trifluoroacetic acid in dichloromethane (5 ml). After 24 hours the mixture was shaken between NaOH (2M) and EtOAc and the organic phase dried with Na2SO4 and evaporated to yield 2-[1-(2,3-Dimethyl-phenoxy)-but-3-enyl]-4,5-dihydro-1H-imidazole as crystals m.p. 72-74° C.

Workup

  1. dry with materialthe organic phase dried with Na2SO4
  2. customevaporated

Sources & evidence

ORD record
ord-367966901a094520b223db9ab3d20280
Source dataset
uspto-grants-2012_02
Patent number
US08110593B2

Reaction notes

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