Hydrochloric Acid → HCID 13604817, compound

HRID 845891Notes

Reaction equation

HRID 845891 reaction equation
[CH3:1][C:2]1([CH3:29])[CH2:11][C:10](=[O:12])[C:9]([CH3:14])([CH3:13])[C:8]2[CH:7]=[C:6](/[C:15](/[CH3:28])=[CH:16]/[C:17]3[CH:27]=[CH:26][C:20]([C:21]([O:23]CC)=[O:22])=[CH:19][CH:18]=3)[CH:5]=[CH:4][C:3]1=2.[OH-].[K+].Cl>C(O)C.O>[CH3:1][C:2]1([CH3:29])[CH2:11][C:10](=[O:12])[C:9]([CH3:13])([CH3:14])[C:8]2[CH:7]=[C:6](/[C:15](/[CH3:28])=[CH:16]/[C:17]3[CH:18]=[CH:19][C:20]([C:21]([OH:23])=[O:22])=[CH:26][CH:27]=3)[CH:5]=[CH:4][C:3]1=2

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 86742301HCID 86742301, compound

Product 1

HCID 13604817HCID 13604817, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

2 g of ethyl (E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-7-oxonaphth-2-yl)-1-propenyl]-benzoate are stirred with 0.7 g of potassium hydroxide in a mixture of 25 ml of ethanol and 1.5 ml of water for 3 hours at 80° C. The entire reaction mass is introduced into 100 ml of water, after which the mixture is acidified with 2 N hydrochloric acid, and the resulting precipitate is filtered off, washed with cold methanol and dried to give 1.3 g of the title compound of melting point 260°-261° C.

Workup

  1. filtrationthe resulting precipitate is filtered off
  2. washwashed with cold methanol
  3. customdried

Sources & evidence

ORD record
ord-3696c94419cf494cab9e84d86c4eb784
Source dataset
uspto-grants-1988_07
Patent number
US04760174

Reaction notes

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