Hydrochloric Acid → HCID 22858936, compound

HRID 1781528Notes

Reaction equation

HRID 1781528 reaction equation
[OH:1][C:2]1[C:10]([CH2:11]/[CH:12]=[C:13](\[CH3:21])/[CH2:14][CH:15]([CH3:20])[C:16]([O:18]C)=[O:17])=[C:9]([O:22][CH3:23])[C:8]([CH3:24])=[C:7]2[C:3]=1[C:4](=[O:25])[O:5][CH2:6]2.[OH-].[Li+].Cl>CO.O>[OH:1][C:2]1[C:10]([CH2:11]/[CH:12]=[C:13](\[CH3:21])/[CH2:14][CH:15]([CH3:20])[C:16]([OH:18])=[O:17])=[C:9]([O:22][CH3:23])[C:8]([CH3:24])=[C:7]2[C:3]=1[C:4](=[O:25])[O:5][CH2:6]2

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86749270HCID 86749270, compound

Product 1

HCID 22858936HCID 22858936, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To methyl (E)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-2,4-dimethyl-4-hexenoate (0.85 g) in methanol (10 ml) was added a solution of lithium hydroxide (0.4 g) in water (5 ml). After 4 hours at room temperature, the solution was poured into ice water, acidified with 10% aqueous hydrochloric acid, and extracted with ethyl acetate. The extract was dried and evaporated to give (E)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-2,4-dimethyl -4-hexenoic acid, mp 120°-3° C. (tert-butylmethyl ether/hexane).

Workup

  1. extractionextracted with ethyl acetate
  2. customThe extract was dried
  3. customevaporated

Sources & evidence

ORD record
ord-72415126fa004050bfea8158ceb7782c
Source dataset
uspto-grants-1997_05
Patent number
US05633279

Reaction notes

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