Tetrahydrofuran → HCID 21397490, compound

HRID 1439416Notes

Reaction equation

HRID 1439416 reaction equation
Br[CH:2]1[C:8]2[CH:9]=[CH:10][C:11]([CH:13]([CH3:17])[C:14]([OH:16])=[O:15])=[CH:12][C:7]=2[CH:6]=[CH:5][C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2.[O:22]1CCCC1.C(=O)([O-])[O-].[Na+].[Na+]>O>[OH:22][CH:2]1[C:8]2[CH:9]=[CH:10][C:11]([CH:13]([CH3:17])[C:14]([OH:16])=[O:15])=[CH:12][C:7]=2[CH:6]=[CH:5][C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 10340Sodium CarbonateHCID 21397491HCID 21397491, compound

Product 1

HCID 21397490HCID 21397490, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.5 Gm. of 2-(5-bromo-5H-dibenzo[a,d]cyclohepten-2-yl)propionic acid is refluxed for 3 hours in 10 ml. of tetrahydrofuran and 25 ml. of water containing 0.5 gm. of sodium carbonate. The solution is cooled and washed with ether. The aqueous solution is then acidified with 0.5 N hydrochloric acid and extracted with ethyl acetate. The extract is washed, dried and evaporated to afford a 40% yield of 2-(5-hydroxy-5H-dibenzo[a,d]cyclohepten-2-yl)propionic acid.

Workup

  1. temperatureThe solution is cooled
  2. washwashed with ether
  3. extractionextracted with ethyl acetate
  4. washThe extract is washed
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-bf01166fe4b3469dacd988187106fde6
Source dataset
uspto-grants-1977_11
Patent number
US04059611

Reaction notes

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