Sodium borohydride → 1-Iodo-trans-1-octene-3-ol

HRID 67001Notes

Reaction equation

HRID 67001 reaction equation
[I:1]/[CH:2]=[CH:3]/[C:4](=[O:10])[CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[BH4-].[Na+]>>[I:1]/[CH:2]=[CH:3]/[CH:4]([OH:10])[CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 11139597(E)-1-Iodo-1-octen-3-one

Product 1

HCID 110432831-Iodo-trans-1-octene-3-ol

Procedure

Treatment of 63 g. (0.25 mole) of 1-iodo-trans-1-octen-3-one (Example 724) with sodium borohydride in the manner described in Example 726 gave 58 g. of yellow oil. The oil is purified by adsorption chromatography on a magnesia silica gel column using benzene as eluent to give a light yellow oil.

Workup

  1. customgave 58 g
  2. customThe oil is purified by adsorption chromatography on a magnesia silica gel column
  3. customto give a light yellow oil

Sources & evidence

ORD record
ord-fe977b0fce07433485951a2064330411
Source dataset
uspto-grants-1982_08
Patent number
US04343949

Reaction notes

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