ChemicalBook CAS DataBase List Chloromethyl isobutyrate

Chloromethyl isobutyrate synthesis

5synthesis methods

Product Name:Chloromethyl isobutyrate
CAS Number:61644-18-6
Molecular formula:C5H9ClO2
Molecular Weight:136.58

49715-04-0 Synthesis

49715-04-0
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$10.00/1g

79-31-2
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$17.00/25mL

61644-18-6
90 suppliers
$6.00/1g

Yield: 84%

Reaction Conditions:

with tetra(n-butyl)ammonium hydrogensulfate;sodium hydrogencarbonate in dichloromethane;water at 20 - 25;

Steps:

1.A Step A
Chloromethyl isobutyrate

Step A
Chloromethyl isobutyrate
To isobutyric acid (0.600 mL, 6.47 mmol) in DCM (6 mL) was added sodium bicarbonate (2092 mg, 24.91 mmol), tetrabutyl ammonium hydrogen sulfate (220 mg, 0.65 mmol) and water (6 mL). With rapid stirring, chloromethyl sulfochloridate (0.767 mL, 7.44 mmol) was added at rt and the reaction mixture was then stirred at rt overnight. The reaction mixture was then diluted with DCM (10 mL), washed with water (2 x 10 mL), dried over Na₂SC"4, filtered and concentrated to give chloromethyl isobutyrate (746 mg, 84 %), which was used in the next step without further purification.[00074] 1H MR (500 MHz, CDC1₃) δ ppm 1.17 (m, 6 H), 2.62 (m, 1 H), 5.72 (s, 2 H).

References:

ASTRAZENECA AB;ASTRAZENECA UK LIMITED;NORDVALL, Gunnar;H?GDIN, Katharina;MALMBORG, Per Jonas;KERS, Annika;WEIGELT, Dirk;BERNSTEIN, Peter;QUIRK, Michael;MICHAEL, Balestra WO2015/67923, 2015, A1 Location in patent:Paragraph 00072; 00073; 00074

50-00-0 Synthesis