Acetic Anhydride → HCID 20288195, compound

HRID 126884Notes

Reaction equation

[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][CH:7]([N:15]2[CH:19]=[N:18][CH:17]=[N:16]2)[CH:8]([OH:14])[C:9]([CH3:13])([CH3:12])[CH2:10][Cl:11])=[CH:4][CH:3]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH:7]([N:15]2[CH:19]=[N:18][CH:17]=[N:16]2)[CH:8]([O:14][C:22](=[O:24])[CH3:23])[C:9]([CH3:12])([CH3:13])[CH2:10][Cl:11])=[CH:20][CH:21]=1

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 202865731-(4-Chlorophenoxy)-1-(1,2,4-triazol-1-yl)-3,3-dimethyl-4-chloro-butan-2-ol

Product 1

HCID 20288195HCID 20288195, compoundYield 65%

Conditions

Temperature: 100 °C

Procedure

23.1 g (0.07 mol) of 1-(4-chlorophenoxy)-1-(1,2,4-triazol-1-yl)-3,3-dimethyl-4-chloro-butan-2-ol were dissolved in 100 ml of acetic anhydride and the solution was heated to 100° C. for 12 hours. Thereafter, it was concentrated by distilling off excess acetic anhydride in vacuo. The oil which remained was taken up in 150 ml of diisopropyl ether and the product was allowed to crystallize out at 0° C. 17 g (65% of theory) of 1-(4-chlorophenoxy)-1-(1,2,4-triazol-1-yl)-2-acetoxy-3,3-dimethyl-4-chloro-butane of melting point 111°-117° were obtained.

Workup

concentrationThereafter, it was concentrated
distillationby distilling off excess acetic anhydride in vacuo
customto crystallize out at 0° C

Sources & evidence

ORD record: ord-b4aa441987784b8da73762cc8ee2f816
Source dataset: uspto-grants-1981_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04254132

Reaction notes

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