Ethanol → Dcpib

HRID 358278Notes

Reaction equation

HRID 358278 reaction equation
Cl[C:2]1[C:10](Cl)=[C:9]2C(CC(C3CCCC3)(C)[C:8]2=[O:12])=CC=1O.[CH2:20]([C:24]1([CH:37]2[CH2:41][CH2:40][CH2:39][CH2:38]2)[CH2:32][C:31]2[C:26](=[C:27]([Cl:35])[C:28]([Cl:34])=[C:29]([OH:33])[CH:30]=2)[C:25]1=[O:36])[CH2:21][CH2:22][CH3:23].C([OH:44])C>>[CH2:20]([C:24]1([CH:37]2[CH2:41][CH2:40][CH2:39][CH2:38]2)[CH2:32][C:31]2[C:26](=[C:27]([Cl:35])[C:28]([Cl:34])=[C:29]([O:33][CH2:2][CH2:10][CH2:9][C:8]([OH:12])=[O:44])[CH:30]=2)[C:25]1=[O:36])[CH2:21][CH2:22][CH3:23]

Participants

4

Reactant 3

HCID 702EthanolHCID 123955886,7-Dichloro-2-cyclopentyl-5-hydroxy-2-methylindan-1-oneHCID 127611362-Butyl-6,7-dichloro-2-cyclopentyl-5-hydroxy-1-indanone

Product 1

HCID 10071166Dcpib

Procedure

By following substantially the procedure in Example 8, Step B, but substituting for (+) 6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-hydroxy-2-methyl-1H-inden-1-one, an equimolar quantity of (-) 2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-hydroxy-1H-inden-1-one therein described, there is obtained (-) 4-[(2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1H-inden-5-yl)oxy]butanoic acid which melts at 139°-139.5° C., [α]D25 -17.7° (C=5, ethanol).

Sources & evidence

ORD record
ord-e097883c635440edafb28b83ebe224d6
Source dataset
uspto-grants-1984_08
Patent number
US04465850

Reaction notes

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