Hydrochloric Acid → HCID 23455369, compound

HRID 1680658Notes

Reaction equation

HRID 1680658 reaction equation
C([O:3][C:4]([C:6]1([C:13]([O:15]CC)=[O:14])[CH2:9][CH:8]([CH2:10][CH2:11][CH3:12])[CH2:7]1)=[O:5])C.[OH-].[Na+].O.Cl>C1C=CC=CC=1>[CH2:10]([CH:8]1[CH2:9][C:6]([C:13]([OH:15])=[O:14])([C:4]([OH:5])=[O:3])[CH2:7]1)[CH2:11][CH3:12]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 54423433HCID 54423433, compound

Product 1

HCID 23455369HCID 23455369, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 3-n-propylcyclobutane-1,1-dicarboxylic acid diethyl ester (100 g., 0.413 mol, prepared as described in Reference Example 2) in benzene (200 ml.) was treated with sodium hydroxide (320 g., 8.00 mol) in water (400 mol.) for 20 hours at room temperature. The reaction mixture was acidified with 6 N hydrochloric acid and extracted with diethyl ether (3×400 ml.). After concentration of the extracts under reduced pressure, the resulting crude solid was recrystallized from chloroform to give the title compound in quantitative yield, having the following physical characteristics:

Workup

  1. extractionextracted with diethyl ether (3×400 ml.)
  2. customAfter concentration of the extracts under reduced pressure, the resulting crude solid was recrystallized from chloroform

Sources & evidence

ORD record
ord-30578e45b0724da88a82898ecf8c6632
Source dataset
uspto-grants-1981_06
Patent number
US04275075

Reaction notes

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