Acetyl bromide → HCID 54184049, compound

HRID 1413985Notes

Reaction equation

HRID 1413985 reaction equation
C([Br:4])(=O)C.C[O:6][C:7]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)O[CH:12]2[CH:9]([CH2:10][CH2:11]2)[O:8]1>>[Br:4][C@@H:12]1[CH2:11][CH2:10][C@H:9]1[O:8][C:7](=[O:6])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 10482Acetyl bromideHCID 12791331HCID 12791331, compound

Product 1

HCID 54184049HCID 54184049, compoundYield 101.1%

Procedure

16.9 g (0.189 mol) of acetyl bromide are added dropwise to 26.0 g (0.126 mol) of 3-methoxy-3-phenyl-2,4-dioxa-bicyclo[3,2,0]heptane (stereoisomer mixture), at 20° to 30° C. After the reaction has subsided, the mixture is heated to the reflux for 4 hours. Distillation in vacuo gives 32.5 g (99%) of trans-1-bromo-2-benzoyloxy-cyclobutane as a colourless oil of boiling point0.2 94°-97°, which solidifies in the receiver.

Workup

  1. temperaturethe mixture is heated to the
  2. temperaturereflux for 4 hours
  3. distillationDistillation in vacuo

Sources & evidence

ORD record
ord-6b183e4e30a64060bc1c9058de71adc0
Source dataset
uspto-grants-1981_02
Patent number
US04252738

Reaction notes

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