Hydrochloric Acid → HCID 20388085, compound

HRID 427129Notes

Reaction equation

HRID 427129 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[C:9](=[O:18])[C:10]3[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=3[CH2:12][CH2:13][C:7]=2[CH:6]=[C:5]([CH2:19][C:20]([O:22]CC)=[O:21])[CH:4]=1.CO.[OH-].[Na+].Cl>O>[CH3:1][O:2][C:3]1[C:8]2[C:9](=[O:18])[C:10]3[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=3[CH2:12][CH2:13][C:7]=2[CH:6]=[C:5]([CH2:19][C:20]([OH:22])=[O:21])[CH:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 20388098HCID 20388098, compound

Product 1

HCID 20388085HCID 20388085, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 4-methoxy-10,11-dihydro-5-oxo-5H-dibenzo[a,d]cyclohepten-2-acetate is refluxed in water (20 ml) and methanol (5 ml) containing sodium hydroxide (0.5 g) for 2 hours. The solution is cooled, acidified with 2 N hydrochloric acid and extracted with ethyl acetate. The extract is washed, dried and evaporated. The residue is recrystallized from ethyl acetate-hexane to afford 4-methoxy-10,11-dihydro-5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl acetic acid, mp 189°-199°.

Workup

  1. temperatureThe solution is cooled
  2. extractionextracted with ethyl acetate
  3. washThe extract is washed
  4. customdried
  5. customevaporated
  6. customThe residue is recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-a2edf90929ae4e439684b72a54483378
Source dataset
uspto-grants-1979_10
Patent number
US04172949

Reaction notes

Loading…