Reaction #502074

Reaction equation

(2S)-6-methylhept-5-en-2-ol

→

(2S)-6-methylheptan-2-ol

Solvents

methanol

Conditions

Workup

1. 1
   Otherfitted with a magnetic stirrer
2. 2
   OtherThe flask was evacuated
3. 3
   OtherThe crude reaction mixture
4. 4
   Filtrationwas filtered
5. 5
   Otherthe solvent removed in vacuo

Procedure

5% Palladium on carbon (0.02 g), (2S)-6-methylhept-5-en-2-ol (4.0 g, 3 mmol) and methanol (20 mL) were added to a 50 mL round-bottomed flask fitted with a magnetic stirrer. The flask was evacuated and then pressurised with 1 bar of hydrogen from a balloon. This was repeated three times then the reaction mixture was stirred for 8 hours at room temperature under hydrogen. The crude reaction mixture was filtered and the solvent removed in vacuo to yield (2S)-6-methylheptan-2-ol (3.4 g, 26 mmol, chemical yield 85%), suitable for the next stage.

Source