3-CHLORO-2,2-DIMETHYL-BUT-3-ENOIC ACID synthesis

4synthesis methods

Product Name:3-CHLORO-2,2-DIMETHYL-BUT-3-ENOIC ACID
CAS Number:56663-75-3
Molecular formula:C6H9ClO2
Molecular Weight:148.59

3-CHLORO-2,2-DIMETHYL-BUT-3-ENOIC ACID METHYL ESTER

56663-74-2
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56663-75-3
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Yield:56663-75-3 70%

Reaction Conditions:

Stage #1: methyl 3-chloro-2,2-dimethylbut-3-enoatewith sodium hydroxide;water for 5 h;Heating / reflux;
Stage #2: with hydrogenchloride in water;

Steps:

43

A mixture of methyl 3-chloro-2,2-dimethylbut-3-enoate (33 g, 0.2 mol) and NaOH (9.6 g, 0.24 mol) in water (200 mL) was heated at reflux for 5 h. The mixture was cooled to ambient temperature and extracted with ether. The organic layer was discarded. The aqueous layer was acidified with cold 20% HCl solution and extracted ether (200 mL×3). The combined organic layers were dried and evaporated under reduced pressure to give 3-chloro-2,2-dimethyl-but-3-enoic acid (21 g, 70%), which was used directly in the next step. ¹H NMR (400 MHz, CDCl₃) δ 7.90 (brs, 1H), 5.37 (dd, J=2.4, 6.8 Hz, 2H), 1.47 (s, 6H).

References:

US2007/244159,2007,A1 Location in patent:Page/Page column 130

2,2-DIMETHYL-ACETOACETIC ACID ETHYL ESTER

597-04-6
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$70.00/100mg

56663-75-3
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$89.00/250mg

References

3-Butenoic acid, 3-chloro-2,2-dimethyl-, ethyl ester

97987-62-7
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56663-75-3
28 suppliers
$89.00/250mg

References

38923-57-8
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$10.00/250mg

56663-75-3
28 suppliers
$89.00/250mg

References