Hydrochloric Acid → HCID 14988880, compound

HRID 481317Notes

Reaction equation

HRID 481317 reaction equation
C([O:3][C:4]([CH2:6][O:7][CH:8]1[CH2:15][CH2:14][C:11]2([O:13][CH2:12]2)[CH:10]([C:16]2([CH3:24])[CH:18]([CH2:19][CH:20]=[C:21]([CH3:23])[CH3:22])[O:17]2)[CH:9]1[O:25][CH3:26])=[O:5])C.[OH-].[Na+].Cl>C(O)C>[C:4]([CH2:6][O:7][CH:8]1[CH2:15][CH2:14][C:11]2([O:13][CH2:12]2)[CH:10]([C:16]2([CH3:24])[CH:18]([CH2:19][CH:20]=[C:21]([CH3:23])[CH3:22])[O:17]2)[CH:9]1[O:25][CH3:26])([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14988878HCID 14988878, compound

Product 1

HCID 14988880HCID 14988880, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6-ethoxycarbonylmethoxy-5-methoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2,5]-octane (17 mg) and 1N aqueous sodium hydroxide solution (0.09 ml) in ethanol (0.2 ml) was stirred for one hour at ambient temperature. The solution was neutralized with 1N hydrochloric acid and the separated oil was extracted with diethyl ether. The solvent was dried and concentrated in vacuo to yield 6-carboxymethoxy-5-methoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro-[2,5]octane (14.4 mg) as an oil.

Workup

  1. extractionthe separated oil was extracted with diethyl ether
  2. customThe solvent was dried
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-33dda9f929584854be1e2aea7790b945
Source dataset
uspto-grants-1998_08
Patent number
US05789405

Reaction notes

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