Sulfuric Acid → HCID 12741936, compound

HRID 1579640Notes

Reaction equation

HRID 1579640 reaction equation
[CH3:1][C:2]1[C:10]2[O:11][CH:12]([C:14]([OH:16])=[O:15])[CH2:13][C:9]=2[C:8]2[CH2:7][CH:6]([CH2:17][CH2:18][CH3:19])[CH:5]([OH:20])[C:4]=2[C:3]=1[CH3:21].S(=O)(=O)(O)O>CC(C)=O.O.[O-2].[O-2].[O-2].[Cr+6]>[CH3:1][C:2]1[C:10]2[O:11][CH:12]([C:14]([OH:16])=[O:15])[CH2:13][C:9]=2[C:8]2[CH2:7][CH:6]([CH2:17][CH2:18][CH3:19])[C:5](=[O:20])[C:4]=2[C:3]=1[CH3:21]

Participants

6

Reactant 2

HCID 1118Sulfuric AcidHCID 12741935HCID 12741935, compound

Product 1

HCID 12741936HCID 12741936, compound

Reagents, catalysts & solvents 3

HCID 10219390chromium (VI) trioxideCatalystHCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

A stirred suspension of 4,5-dimethyl-6-hydroxy-7-propyl-1,2,7,8-tetrahydro-6H-indeno[5,4-b]furan-2-carboxylic acid (5.0 g., 0.017 mole) in acetone (250 ml.) is treated over a ten minute period with an oxidizing reagent prepared from chromium trioxide (2.5 g. and concentrated sulfuric acid (2.2 ml.) in water (18 ml.). The acetone solution is decanted from the precipitated chromium salts and poured into water (700 ml.) affording 4,5-dimethyl-6-oxo-7-propyl-1,2,7,8-tetrahydro-6H-indeno-[5,4-b]furan-2-carboxylic acid which melts at 161°C. after recrystallization from butyl chloride.

Workup

  1. additionis treated over a ten minute period with an oxidizing reagent
  2. customThe acetone solution is decanted from the precipitated chromium salts
  3. additionpoured into water (700 ml.)

Sources & evidence

ORD record
ord-9d27ed292e5b4a64a1518bfc1fc664fc
Source dataset
uspto-grants-1976_01
Patent number
US03931239

Reaction notes

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