TERT-BUTYL 4-HYDROXYBUTYRATE synthesis
- Product Name:TERT-BUTYL 4-HYDROXYBUTYRATE
- CAS Number:59854-12-5
- Molecular formula:C8H16O3
- Molecular Weight:160.21
15026-17-2
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Yield:59854-12-5 100%
Reaction Conditions:
with dimethylsulfide borane complex in tetrahydrofuran at 0 - 20; for 24 h;Inert atmosphere;
Steps:
tert-Butyl 4-hydroxybutanoate, 9
BH3.Me2S (2.0 M in THF, 6.6 mL, 13.1 mmol) was added dropwise to a solution of carboxylic acid 8 (2.12 g, 12.2 mmol) in dry THF (20 mL) cooled to 0° C. The solution was allowed to warm to room temperature and stirred for 24 h. EtOAc (100 mL) was added and the organic layer separated and washed with water (70 mL) and brine (70 mL), dried over MgSO4, filtered and the solvent removed under reduced pressure to give tert-butyl 4-hydroxybutanoate 9 (1.92 g, 12.2 mmol, quant.), which was used without any further purification as a pale yellow oil
References:
Nortcliffe, Andrew;Fleming, Ian N.;Botting, Nigel P.;O'Hagan, David [Tetrahedron,2014,vol. 70,# 44,p. 8343 - 8347] Location in patent:supporting information
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14734-25-9
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59854-12-5
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59854-06-7
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59854-12-5
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