Acetic Anhydride → HCID 20522156, compound

HRID 223372Notes

Reaction equation

HRID 223372 reaction equation
[OH:1][C:2]1[C:10]2[CH2:9][CH2:8][N:7]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:6][C:5]=2[O:4][N:3]=1.[C:18](OC(=O)C)(=[O:20])[CH3:19]>C(Cl)(Cl)Cl>[C:18]([N:3]1[C:2](=[O:1])[C:10]2[CH2:9][CH2:8][N:7]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:6][C:5]=2[O:4]1)(=[O:20])[CH3:19]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 178451644HCID 178451644, compound

Product 1

HCID 20522156HCID 20522156, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

t-BOC THIP (7.2 g) was refluxed with acetic acid anhydride (5.0 g) in 50 ml of CHCl3 for 2 hours. 2-Acetyl-6-(t-butyloxycarbonyl)-4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridine-3-one was isolated as an oil in 6.4 g (76%) yield by column chromatography (Silicagel 60 "Merck") (eluted with ether/CH2Cl2 (1:3)). The t-BOC group was split off as above, yielding 73% of the oxalate. M.P. 177°-178° C. (dec.) (Found: C 44.32; H 4.70; N (10.58); C10H12N2O7 requires C 44.12; H 4.45; N 10.29%).

Sources & evidence

ORD record
ord-35e522618d254a7699b9d4b947aecd5d
Source dataset
uspto-grants-1982_10
Patent number
US04353910

Reaction notes

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