6-(Pyrimidin-5-YL)hex-5-YN-1-OL → 6-(Pyrimidin-5-yl)hexan-1-ol

HRID 1583412Notes

Reaction equation

HRID 1583412 reaction equation
[N:1]1[CH:6]=[C:5]([C:7]#[C:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13])[CH:4]=[N:3][CH:2]=1>C(O)(C)C.[Pd]>[N:1]1[CH:6]=[C:5]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13])[CH:4]=[N:3][CH:2]=1

Participants

4

Reactant 1

HCID 139997526-(Pyrimidin-5-YL)hex-5-YN-1-OL

Product 1

HCID 135575446-(Pyrimidin-5-yl)hexan-1-olYield 88.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

A solution of 25.3 g of 6-(5-pyrimidinyl)-5-hexyn-1-ol in 300 ml of isopropanol was hydrogenated over a total of 2.1 g of 10% palladium on carbon added in two portions. The residue was distilled to yield 22.8 g (88%) of 5-pyrimidinehexanol, bp 185°-196° C./0.35 mm.

Workup

  1. additionadded in two portions
  2. distillationThe residue was distilled

Sources & evidence

ORD record
ord-e0d021f8920d433ab995b2a0efadcffe
Source dataset
uspto-grants-1985_11
Patent number
US04551460

Reaction notes

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