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Butanamide, 4-chloro-3-hydroxy-, (3R)- synthesis
- Product Name:Butanamide, 4-chloro-3-hydroxy-, (3R)-
- CAS Number:226213-72-5
- Molecular formula:C4H8ClNO2
- Molecular Weight:137.56
![(R)-4-Chloro-3-hydroxybutyronitrile](/CAS/GIF/84367-31-7.gif)
84367-31-7
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![Butanamide, 4-chloro-3-hydroxy-, (3R)-](/CAS/20210111/GIF/226213-72-5.gif)
226213-72-5
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Yield:226213-72-5 99.7%
Reaction Conditions:
Stage #1: (R)-γ-chloro-β-hydroxybutyronitrilewith cobalt(II) chloride hexahydrate;water;sodium hydroxide pH=7.06;
Stage #2: Rhodococcus rhodochrous J-1 (FERM BP-1478) in water at 0;Product distribution / selectivity;
Steps:
II.9
A part of the (R)-CHBN aqueous solution synthesized in Example 4 was taken (50.0 g) ((R,S)-CHBN concentration 14.0%; containing 58.6 mmol), and 1.7 ml of 1 mg/ml CoCl2·6H2O aqueous solution was added thereto. The resultant solution was neutralized with aqueous NaOH to make its pH 7.06 and agitated for 2 hr. Subsequently, 270 μl of J-1 cells prepared in Example 5 was added dropwise, and the reaction was started in ice bath. After 2 hr, the conversion rate of CHBN reached 100% and it was confirmed that 8.04 g of (R)-CHBA was produced (yield: 99.7%).,
References:
EP2096103,2009,A1 Location in patent:Page/Page column 21