Hydrochloric Acid → HCID 54141677, compound

HRID 569281Notes

Reaction equation

HRID 569281 reaction equation
C[O:2][C:3]([CH2:5][C:6]([C:17]1[CH:18]=[C:19]2[C:23](=[C:24]([Cl:27])[C:25]=1[Cl:26])[C:22](=[O:28])[C:21]([CH2:32][CH:33]=[C:34]([Cl:36])[CH3:35])([CH2:29][CH2:30][CH3:31])[CH2:20]2)(C(OCC)=O)[C:7]([O:9]CC)=[O:8])=[O:4].[OH-].[Na+].Cl>CO.O>[Cl:26][C:25]1[C:24]([Cl:27])=[C:23]2[C:19]([CH2:20][C:21]([CH2:32][CH:33]=[C:34]([Cl:36])[CH3:35])([CH2:29][CH2:30][CH3:31])[C:22]2=[O:28])=[CH:18][C:17]=1[CH:6]([CH2:5][C:3]([OH:4])=[O:2])[C:7]([OH:9])=[O:8]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 73675547HCID 73675547, compound

Product 1

HCID 54141677HCID 54141677, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

Diethyl methoxycarbonylmethyl[6,7-dichloro-2-(3-chloro-2-butenyl)-2,3-dihydro-1-oxo-2-propyl-1H-inden-5-yl]malonate (10.7 g, 0.019 mole) was stirred at reflux for 21/2 hours in a mixture of methanol (120 ml), water (120 ml) and sodium hydroxide (6 g). The solution was cooled, diluted with water, acidified with hydrochloric acid, and extracted with methylene chloride. The organic extracts were washed with water, dried over MgSO4 and concentrated to obtain 8.0 g of the product as a gum.

Workup

  1. temperatureat reflux for 21/2 hours
  2. temperatureThe solution was cooled
  3. extractionextracted with methylene chloride
  4. washThe organic extracts were washed with water
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-32e2c0e02a8f45f5ac43e7b10ac511f9
Source dataset
uspto-grants-1988_03
Patent number
US04731472

Reaction notes

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