Ammonia → HCID 53866468, compound

HRID 620945Notes

Reaction equation

HRID 620945 reaction equation
[CH:1]([CH:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[O:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:4]([O:6][CH3:7])=[O:5])=[O:2].[C:19](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O.N>CC(C)=O.O>[CH2:15]([O:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:3](=[CH:1][O:2][CH3:19])[C:4]([O:6][CH3:7])=[O:5])[CH2:16][CH2:17][CH3:18]

Participants

7

Reactant 4

HCID 222AmmoniaHCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 21245515HCID 21245515, compound

Product 1

HCID 53866468HCID 53866468, compoundYield 82.4%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

10 g of methyl α formyl-(2-butoxyphenyl)acetate are dissolved in 100 ml of acetone. 15 g of potassium carbonate are added, followed gradually with stirring by an equimolar amount of dimethyl sulfate. After 12 hours of refluxing, 50 ml of H2O are added, followed carefully by 30 ml of concentrated NH3 solution. After 2 hours of stirring, about 100 ml of solvent are drawn off, poured onto ice and extracted with dichloromethane. Drying of the organic phase leaves 8.7 g of oil.

Workup

  1. temperatureAfter 12 hours of refluxing
  2. additionpoured onto ice
  3. extractionextracted with dichloromethane
  4. customDrying of the organic phase

Sources & evidence

ORD record
ord-4241f23824a24496b35bb91d7cdfdb3a
Source dataset
uspto-grants-1989_04
Patent number
US04822908

Reaction notes

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