Cyclopentaneacetic acid, 3-oxo-2-pentyl- → (+/-)(1r,2r)-3-Hydroxy-2-pentylcyclopentaneacetic acid

HRID 1910326Notes

Reaction equation

HRID 1910326 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH:6]1[C:10](=[O:11])[CH2:9][CH2:8][CH:7]1[CH2:12][C:13]([OH:15])=[O:14].[BH4-].[Na+]>C(O)C>[OH:11][CH:10]1[CH2:9][CH2:8][C@H:7]([CH2:12][C:13]([OH:15])=[O:14])[C@H:6]1[CH2:5][CH2:4][CH2:3][CH2:2][CH3:1]

Participants

4

Reactant 2

HCID 107126Cyclopentaneacetic acid, 3-oxo-2-pentyl-HCID 4311764Sodium borohydride2×

Product 1

HCID 14137955(+/-)(1r,2r)-3-Hydroxy-2-pentylcyclopentaneacetic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

This compound was prepared in a way similar to that described in operation 2 of Example 1, by reacting dihydrojasmonic acid with sodium borohydride, NaBH4, in ethanol at 50° C. for 4 hours.

Workup

  1. customThis compound was prepared in a way similar to

Sources & evidence

ORD record
ord-0a35f4d3e9f74fa58e70f9eccc8f11fa
Source dataset
uspto-grants-2013_12
Patent number
US08603502B2

Reaction notes

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