(S)-2-Methylbutanoyl chloride synthesis
- Product Name:(S)-2-Methylbutanoyl chloride
- CAS Number:27763-54-8
- Molecular formula:C5H9ClO
- Molecular Weight:120.58
1730-91-2
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Yield:27763-54-8 93%
Reaction Conditions:
with thionyl chloride at 80 - 90; for 2 h;
Steps:
2.1 4.2.1 Synthesis of (S)-2-methylbutanoyl chloride (2)
(S)-2-Methylbutanoic acid (1; 10?g, 97.91?mmol) and thionyl chloride (10.71?mL, 146.9?mmol, 1.5 equiv) were heated together at 80-90?°C under reflux for 2?h. Distillation of the reaction mixture afforded (S)-2-methylbutanoyl chloride as a colourless liquid (10.89?g, 90.72?mmol, 93%). [α]22D+10.1 (c 0.54, CHCl3); b.p. 119-120?°C; 1H NMR (500?MHz, CDCl3): δH 0.95 (3H, t, J?=?7.5?Hz), 1.26 (3H, d, J?=?7.5?Hz), 1.59 (1H, m), 1.80 (1H, m), 2.80 (1H, q, J?=?7.0?Hz); 13C NMR (125?MHz, CDCl3): δC 11.3, 16.7, 26.7, 53.1, 177.8; HRMS (ESI) m/z: [M-H]- Calcd for C5H8OCl 119.0264; Found 119.0263.
References:
Rahman, M. Mukhlesur;Shiu, Winnie K.P.;Gibbons, Simon;Malkinson, John P. [European Journal of Medicinal Chemistry,2018,vol. 155,p. 255 - 262]
1565-80-6
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79-37-8
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1730-91-2
111 suppliers
$32.00/100mg
27763-54-8
9 suppliers
inquiry