Hydrochloric Acid → HCID 10086171, compound

HRID 654714Notes

Reaction equation

HRID 654714 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:20]=[C:21](\[CH3:25])/[C:22]([OH:24])=[O:23])[C:6]2[C:11]([C:12]=1[O:13]COC)=[C:10]([CH2:17][CH2:18][CH3:19])[CH:9]=[CH:8][CH:7]=2.O.Cl>CC(C)=O>[OH:13][C:12]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[CH2:17][CH2:18][CH3:19])[C:5](/[CH:20]=[C:21](\[CH3:25])/[C:22]([OH:24])=[O:23])=[CH:4][C:3]=1[O:2][CH3:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962Water2×HCID 10020380HCID 10020380, compound

Product 1

HCID 10086171HCID 10086171, compoundYield 90.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
50 °C

Procedure

1.9 g of (E)-3-(3-methoxy-4-methoxymethoxy-5-propyl-1-naphthyl)-2-methylpropenoic acid was dissolved in 80 ml of acetone and 40 ml of water and 3 ml of concentrated hydrochloric acid was added, followed by stirring at 50° C. for 2 hours. After cooling to room temperature the reaction mixture was poured into water, and the resultant crystals were filtered and washed with hexane. 1.5 g of the titled compound was obtained as pale yellow crystals.

Workup

  1. temperatureAfter cooling to room temperature the reaction mixture
  2. filtrationthe resultant crystals were filtered
  3. washwashed with hexane

Sources & evidence

ORD record
ord-6306160bcfe94619bbc918c21f7f92b3
Source dataset
uspto-grants-1992_07
Patent number
US05134111

Reaction notes

Loading…