3-Methyl-3-buten-1-ol → 3-Methyl-2-buten-1-OL

HRID 1732563Notes

Reaction equation

HRID 1732563 reaction equation
[CH3:1][C:2]([CH2:4][CH2:5][OH:6])=[CH2:3].[OH:7][CH:8]1[CH2:13][CH:12]([CH3:14])[CH2:11]CO1>>[CH3:1][C:2](=[CH:4][CH2:5][OH:6])[CH3:3].[CH:8](=[O:7])[CH2:13][CH:12]([CH3:14])[CH3:11]

Participants

4

Reactant 2

HCID 129883-Methyl-3-buten-1-olHCID 114690632-Hydroxy-4-methyltetrahydropyran

Product 2

HCID 111733-Methyl-2-buten-1-OLHCID 115523-Methylbutanal

Procedure

The autoclave was charged with 350 ml of a dioctyl phthalate solution containing 4.0 mg (0.00054 mml) of Rh4 (CO)12 and 0.173 g (0.856 mml) of ##STR23## and with 130 g (1.512 moles) of 2-methyl-1-buten-4ol. After thoroughly purging the autoclave with a mixed H2 /CO gas (1/1 in molar ratio), the reaction was carried out at a pressure of 140 kg/cm2 (absolute pressure) resulting from a mixed H2 /CO gas (1/1 in molar ratio) and at a temperature of 100° C., with stirring, for 4 hours. After the reaction, a very small amount of the reaction mixture was taken out and analyzed by gas chromatography, to show that 0.045 mole of the 2-methyl-1-buten-4-ol remained unreacted (the conversion being 97%), that the yield of 2-hydroxy-4-methyltetrahydropyran was 1.320 moles, and that the yields of 2-methyl-2-buten-4-ol and isovaleraldehyde were 0.058 and 0.073 mole, respectively.

Workup

  1. customAfter the reaction

Sources & evidence

ORD record
ord-eaa6caf0b8f84013a43d54f391fb69ee
Source dataset
uspto-grants-1980_12
Patent number
US04238419

Reaction notes

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