Pentanoic acid, 2-bromo-4-methyl-, 1,1-dimethylethyl ester, (R)- synthesis
- Product Name:Pentanoic acid, 2-bromo-4-methyl-, 1,1-dimethylethyl ester, (R)-
- CAS Number:130464-88-9
- Molecular formula:C10H19BrO2
- Molecular Weight:251.16
Yield:-
Reaction Conditions:
in dichloromethane;water
Steps:
16 Compound of Formula (S)
EXAMPLE 16 Compound of Formula (S) Into dichloromethane (80 mL) was condensed isobutene to double the volume (at -50° C. CHCl3 /dry ice). To this solution was added (2R)-2-bromo-4-methylpentanoic acid (28 g, 143.6 mmol) and maintaining the temperature between -400 and -50° C. concentrated sulphuric acid (1 mL) was added dropwise. The reaction was then allowed to warm to room temperature over 20 hours. The solution was then concentrated before adding additional methylene chloride (300 mL) which was subsequently washed with saturated NaHCO3 (2*100 mL) followed by water (2*100 mL). After drying over Na2 SO4, the organic layer was filtered and concentrated to give a yellow oil. The material was distilled to give 23 g of (2R)-2-bromo-4-methylpentanoic acid t-butyl ester as a clear colorless oil.
References:
Syntex (U.S.A.), Inc. US6013792, 2000, A
