Triethylamine → HCID 86754831, compound

HRID 1603674Notes

Reaction equation

C([S:4][C@H:5]1[N:8]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[C:7](=[O:14])[C@@H:6]1[Cl:15])(=O)C.[N+]([O-])([O-])=O.[Ag+:20].C(N(CC)CC)C>CO>[Cl:15][C@@H:6]1[C@@H:5]([S-:4])[N:8]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[C:7]1=[O:14].[Ag+:20]

Participants

Conditions

Temperature: 7.5 °C

Procedure

A solution of methyl [(3S,4R)-4-acetylthio-3-chloro-2-oxo-azetidin-1-yl]acetate (3.64 g, 0.0145 mol) in methanol (125 ml) was added with stirring in subdued light to a solution of silver nitrate (3.2 g, 0.0188 mol) in methanol (55 ml). Triethylamine (2.6 ml, 0.0187 mol) was then added with ice cooling, and the reaction was stirred for 1 hr at 5-10° C. followed by 40 minutes at room temperature. The mixture was filtered and the solid washed with methanol (x2) and hexane to yield the title compound, 4.19 g (92%).

Workup

waitfollowed by 40 minutes at room temperature
filtrationThe mixture was filtered
washthe solid washed with methanol (x2) and hexane

Sources & evidence

ORD record: ord-08288de87f0749d8ab502a45d97dcb32
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05990102

Reaction notes

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