Acetic Acid → 2',3'-Dihydrospiro[cyclopentane-1,1'-inden]-3'-one

HRID 426911Notes

Reaction equation

HRID 426911 reaction equation
[C:1]([OH:4])(=O)[CH3:2].Cl[CH:6]1[C:14]2[C:9](=CC=[CH:12][CH:13]=2)[C:8]2([CH2:18][CH2:17][CH2:16][CH2:15]2)[CH2:7]1>[O-2].[O-2].[O-2].[Cr+6].O>[C:8]12([CH2:15][CH2:16][CH2:17][CH2:18]1)[C:7]1[C:2](=[CH:12][CH:13]=[CH:14][CH:6]=1)[C:1](=[O:4])[CH2:9]2

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 20388455HCID 20388455, compound

Product 1

HCID 203884122',3'-Dihydrospiro[cyclopentane-1,1'-inden]-3'-one

Reagents, catalysts & solvents 2

HCID 10219390chromium (VI) trioxideCatalystHCID 962WaterSolvent

Procedure

To a mixture of acetic acid (75 ml), water (75 ml) and chromium trioxide (75 g; 0.75 moles) there are added dropwise under agitation 3'-chlorospiro(cyclopentane-1,1'-indan) (103 g; 0.5 moles), the temperature being held at 30°-40° C. by external cooling.

Workup

  1. custombeing held at 30°-40° C. by external cooling

Sources & evidence

ORD record
ord-1621c9250b144f9792ee3acca1800089
Source dataset
uspto-grants-1979_10
Patent number
US04172093

Reaction notes

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