Sodium Hydroxide → HCID 12929148, compound

HRID 894208Notes

Reaction equation

HRID 894208 reaction equation
[CH3:1][O:2][CH:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][O:6][C:5]2[CH:14]=[CH:15][C:16]([C:18]([O:20]C)=[O:19])=[CH:17][C:4]1=2.[OH-].[Na+]>CO.O>[CH3:1][O:2][CH:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][O:6][C:5]2[CH:14]=[CH:15][C:16]([C:18]([OH:20])=[O:19])=[CH:17][C:4]1=2

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 14724117HCID 14724117, compound

Product 1

HCID 12929148HCID 12929148, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Dissolve 695 mg of the ester of Step A in 15 ml of methanol. Add 10 ml of 20% aqueous sodium hydroxide and reflux for 10 minutes. Dilute with 200 ml of water and extract with ether. Acidify the aqueous fraction with concentrated hydrochloric acid and extract into ether. Evaporate to dryness and crystallize from methanol to obtain the title product (m.p. 185° C. dec.).

Workup

  1. temperaturereflux for 10 minutes
  2. extractionextract with ether
  3. extractionextract into ether
  4. customEvaporate to dryness
  5. customcrystallize from methanol

Sources & evidence

ORD record
ord-1cbe32a355f44d9eb5fc0da599e5b95d
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

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