Hedione → (+/-)(1r,2r)-2-Pentyl-3-hydroxycyclopentaneethanol

HRID 448191

Reaction equation

HRID 448191 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](OC)=[O:14].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH2:5]([C@H:6]1[CH:10]([OH:11])[CH2:9][CH2:8][C@@H:7]1[CH2:12][CH2:13][OH:14])[CH2:4][CH2:3][CH2:2][CH3:1]

Participants

4

Reactant 2

HCID 102861HedioneHCID 21226445Aluminium lithium hydride

Product 1

HCID 24886483(+/-)(1r,2r)-2-Pentyl-3-hydroxycyclopentaneethanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This compound was prepared in a way similar to that described in Example 2, by reacting methyl dihydrojasmonate in tetrahydrofuran with lithium aluminium hydride at 50° C. for 4 hours.

Workup

  1. customThis compound was prepared in a way similar to
  2. customat 50° C.
  3. customfor 4 hours

Sources & evidence

ORD record
ord-c0ff1e125848468b8fa12e01939863a9
Source dataset
uspto-grants-2013_07
Patent number
US08481594B2

Linked notes

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