3-Chloro-2,2-dimethylpropanoyl chloride → HCID 86740845, compound

HRID 1982109Notes

Reaction equation

HRID 1982109 reaction equation
[Cl:1][CH2:2][C:3]([CH3:8])([CH3:7])[C:4](Cl)=[O:5].[NH2:9]/[C:10](/[CH3:17])=[CH:11]\[C:12]([O:14][CH2:15][CH3:16])=[O:13]>>[Cl:1][CH2:2][C:3]([CH3:8])([CH3:7])[C:4]([NH:9]/[C:10](/[CH3:17])=[CH:11]\[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[O:5]

Participants

3

Reactant 2

HCID 613453-Chloro-2,2-dimethylpropanoyl chlorideHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-

Product 1

HCID 86740845HCID 86740845, compoundYield 42%

Procedure

Ethyl N-(β-chloropivaloyl)-3-aminocrotonate was prepared in 42% yield from β-chloropivaloyl chloride and ethyl 3-aminocrotonate by the procedure used in Example 5. M.P. 76°-77.5° C. (after recrystallization from hexanes); IR (KBr) 1705, 1675 cm-1 ; 'HNMR δ 1.06-1.23 (9H, m), 2.3 (3H, s), 3.6 (2H, s), 4.0-4.23 (2H, q) 6.7 (1H, s), 6.8-7.1 (1H, br).

Workup

  1. customM.P. 76°-77.5° C. (after recrystallization from hexanes)

Sources & evidence

ORD record
ord-5cd53f83772a4b5db12c69385cf1f654
Source dataset
uspto-grants-1986_06
Patent number
US04595532

Reaction notes

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