Sodium Hydroxide → HCID 67591107, compound

HRID 981805Notes

Reaction equation

HRID 981805 reaction equation
[CH:1]1[C:6]2[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:5]=2[CH:4]=[CH:3][C:2]=1/[C:12](/[CH3:25])=[CH:13]/[C:14]1[CH:24]=[CH:23][C:17]([C:18]([O:20]CC)=[O:19])=[CH:16][CH:15]=1.[OH-].[Na+]>C(O)C.O>[CH:1]1[C:6]2[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:5]=2[CH:4]=[CH:3][C:2]=1/[C:12](/[CH3:25])=[CH:13]/[C:14]1[CH:15]=[CH:16][C:17]([C:18]([OH:20])=[O:19])=[CH:23][CH:24]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 20070999HCID 20070999, compound

Product 1

HCID 67591107HCID 67591107, compoundYield 72.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

300 mg of ethyl p-[(E)-2-(6,7,8,9-tetrahydro-5H-benzocyclohepten -2-yl)propenyl]benzoate are treated in 20 ml of ethanol with 2 ml of 2.5M sodium hydroxide solution. The mixture is stirred at room temperature for 48 hours, diluted with water and extracted with diethyl ether. The aqueous phase is acidified, extracted with ether. The ethereal phase is washed with water, dried and evaporated. There are obtained 200 mg of p-[(E)-2-(6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)propenyl]benzoic acid of m.p. 198°.

Workup

  1. extractionextracted with diethyl ether
  2. extractionextracted with ether
  3. washThe ethereal phase is washed with water
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-ac42150b777a4f89bb007defb503efd7
Source dataset
uspto-grants-1991_02
Patent number
US04992574

Reaction notes

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