Hydrochloric Acid → HCID 14099855, compound

HRID 569284Notes

Reaction equation

HRID 569284 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][C:7]([CH2:16][CH2:17][C:18](=[O:20])[CH3:19])([CH2:13][CH2:14][CH3:15])[C:8]2=O)=[CH:4][C:3]=1[CH2:21][CH2:22][C:23]([OH:25])=[O:24].O.[OH-].[Na+].Cl>CO>[Cl:11][C:10]1[C:2]([Cl:1])=[C:3]([CH2:21][CH2:22][C:23]([OH:25])=[O:24])[CH:4]=[C:5]2[C:9]=1[C:8]1[C:7]([CH2:13][CH2:14][CH3:15])([CH2:6]2)[CH2:16][CH2:17][C:18](=[O:20])[CH:19]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962Water2×HCID 14798Sodium HydroxideHCID 14099854HCID 14099854, compound

Product 1

HCID 14099855HCID 14099855, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-[6,7-Dichloro-2,3-dihydro-1-oxo-2-(3-oxobutyl)-2-propyl-inden-5-yl]propionic acid (3.1 g, 0.00805 mole) was stirred at 25° C. in a mixture of methanol (2 ml), water (6 ml) and 1N sodium hydroxide (25 ml) for 96 hours. After dilution with water, the mixture was acidified with hydrochloric acid and extracted with a mixture of diethyl ether and tetrahydrofuran. The organic extracts were washed with water, dried over MgSO4 and concentrated under vacuum. The residue was recrystallized from acetic acid-acetonitrile (1:1) to obtain the product mp 201°-3° C.

Workup

  1. extractionextracted with a mixture of diethyl ether and tetrahydrofuran
  2. washThe organic extracts were washed with water
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under vacuum
  5. customThe residue was recrystallized from acetic acid-acetonitrile (1:1)

Sources & evidence

ORD record
ord-d2c98503ab5f4ce68d1e29427336727e
Source dataset
uspto-grants-1988_03
Patent number
US04731472

Reaction notes

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