Acetic Acid → HCID 178418605, compound

HRID 5982

Reaction equation

HRID 5982 reaction equation
C([O:3][C:4](=[O:33])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10]/[N:11]=[C:12]1\[CH:13]([N:28]2[CH:32]=[CH:31][N:30]=[CH:29]2)[CH:14]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]\1=2)C.C[O-].[Na+].C(O)(=O)C>CO.O.O>[C:22]1([CH:14]2[CH:13]([N:28]3[CH:32]=[CH:31][N:30]=[CH:29]3)/[C:12](=[N:11]\[O:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][C:4]([OH:33])=[O:3])/[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[O:15]2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 178418619HCID 178418619, compound

Product 1

HCID 178418605HCID 178418605, compoundYield 67.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 22242641Methanol--water (1/1)Solvent

Procedure

(+-)-(Z)-Ethyl-6-[[2-phenyl-3-(1H-imidazol-1-yl)-2,3-dihydro-4H-benzopyranylidene]aminoxy]hexanoate (300 mg; 0.67 mmoles) is dissolved in methanol-water (5:2; 7 ml), and to this solution sodium methylate (90 mg; 1.61 mmoles) is added portion-wise at 0° C. The resulting solution is stirred at r.t. for 28 hrs., then diluted with water, cooled at 0° C. and neutralized with acetic acid. The so formed precipitate is collected and recrystallized from ethyl acetate to give a white solid (190 mg), melting at 176°-178° C.

Workup

  1. customThe so formed precipitate
  2. customis collected
  3. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-c80aa69c1d3242f49b34a59f1fc7f324
Source dataset
uspto-grants-1993_09
Patent number
US05246956

Linked notes

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