Hydrochloric Acid → HCID 3470700, compound

HRID 326313Notes

Reaction equation

HRID 326313 reaction equation
[O:1]=[C:2]1[C:12]2[CH:13]=[C:14]([O:17][CH2:18][C:19]([O-:21])=[O:20])[CH:15]=[CH:16][C:11]=2[O:10][C:4]2([CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]2)[CH2:3]1.[OH-].[Na+].Cl>C(O)C>[O:1]=[C:2]1[C:12]2[CH:13]=[C:14]([O:17][CH2:18][C:19]([OH:21])=[O:20])[CH:15]=[CH:16][C:11]=2[O:10][C:4]2([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]2)[CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 3470699HCID 3470699, compound

Product 1

HCID 3470700HCID 3470700, compoundYield 85.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl (2-{(3,4-dihydro-4-oxospiro [2H-1-benzopyran-2,1'-cyclohexan]-6-yl)oxy}acetate (prepared in Preparation 27) (0.5 g, 1.57 mmol) and 1N sodium hydroxide (1.9 ml, 1.9 mmol), and ethanol (5 ml) is stirred at room temperature for one hour. The mixture is made acid with 1N HCl, filtered, and washed with small amount of water to separate crystalline precipitates. Recrystallization from a mixture of diethyl ether and hexane gives the title compound as a crystalline solid (0.39 g, 85.6%, m.p.=148°-149° C.).

Workup

  1. filtrationfiltered
  2. washwashed with small amount of water
  3. customto separate crystalline precipitates
  4. customRecrystallization
  5. additionfrom a mixture of diethyl ether and hexane

Sources & evidence

ORD record
ord-a716c69937cb4fba972907ebcdecc603
Source dataset
uspto-grants-1993_12
Patent number
US05268386

Reaction notes

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