Water → tert-Butyl 3-acetylazetidine-1-carboxylate

HRID 2172107Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:11][CH:10]([C:12]([CH:14]2C(=O)OC(C)(C)OC2=O)=[O:13])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.O1CCOCC1>C(O)(=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:11][CH:10]([C:12](=[O:13])[CH3:14])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Conditions

Temperature: 100 °C

Procedure

A solution of 3-(2,2-dimethyl-4,6-dioxo-[1,3]dioxane-5-carbonyl)-azetidine-1-carboxylic acid tert-butyl ester (1.0 g, 3.05 mmol) in a mixture of acetic acid (0.5 mL), water 0.25 mL and dioxane (3 mL) was stirred under microwaves at 100° C. for 30 minutes. After concentration to dryness, the residue was coeveoparted with dichloromethane (2×100 mL). The title product was obtained as a colorless gum (600 mg, 100%).

Workup

concentrationAfter concentration to dryness

Sources & evidence

ORD record: ord-0acce0b8639947e1a5608cb293ad91e6
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09051321B2

Reaction notes

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