alpha-Methylbutyrolactone → HCID 12365954, compound

HRID 2398049Notes

Reaction equation

HRID 2398049 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][O:5][C:3]1=[O:4].ClCCC(C)C(Cl)=O.[Cl:16][C:17]1[CH:26]=[C:21]([C:22]([NH:24]O)=[O:23])[C:20](O)=[CH:19][CH:18]=1>>[Cl:16][C:17]1[CH:18]=[CH:19][C:20]2[O:4][CH:3]3[CH:2]([CH3:1])[CH2:7][CH2:6][O:5][N:24]3[C:22](=[O:23])[C:21]=2[CH:26]=1

Participants

4

Reactant 3

HCID 98323alpha-MethylbutyrolactoneHCID 169935Benzamide, 5-chloro-N,2-dihydroxy-HCID 137705824-Chloro-2-methylbutanoyl chloride

Product 1

HCID 12365954HCID 12365954, compound

Procedure

40 g. of 2-methylbutyrolactone was converted to 45 g. of 4-chloro-2-methylbutryl chloride (b.p. 70°-72° C at 15 mm.) by the method detailed in Example 4. The acid chloride (15.5 g.) was reduced to the corresponding aldehyde, condensed with 5-chlorosalicylhydroxamic acid and the resulting intermediate was ring-closed according to the method described in Example 3. The product melted at 144°-146° C. after recrystallization from a mixture of trichloroethylene and hexane.

Workup

  1. customthe resulting intermediate was ring-closed
  2. customThe product melted at 144°-146° C. after recrystallization
  3. additionfrom a mixture of trichloroethylene and hexane

Sources & evidence

ORD record
ord-641e9c3ddcde4f4381bf9ba1edd5cfa3
Source dataset
uspto-grants-1977_05
Patent number
US04024139

Reaction notes

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