Bromine → HCID 12870369, compound

HRID 615494

Reaction equation

HRID 615494 reaction equation
[CH3:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:4][CH:3]=1.[Br:15]Br>C(Cl)(Cl)(Cl)Cl.[W]>[Br:15][CH2:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24408BromineHCID 4047281Ethyl (p-tolyloxy)acetate

Product 1

HCID 12870369HCID 12870369, compound

Reagents, catalysts & solvents 2

HCID 23964TungstenCatalystHCID 5943Carbon TetrachlorideSolvent2×

Procedure

A solution of ethyl 4-methylphenoxyacetate, which may be prepared as set forth by S. G. Powell and R. Adams in J. Am. Chem. Soc., 42, pages 646-658 (1920), (18.21 g, 0.094 mole) in 100 ml of dry CCl4 was stirred and refluxed under a 350 watt tungsten lamp. A solution of 15 g (0.094 mole) of bromine in 100 ml of CCl4 was added by means of an addition funnel over a period of 30 minutes. The colorless reaction mixture was evaporated in vacuo and the resulting oil distilled bulb-to-bulb taking a middle cut at 120°-140° at 0.17 mm Hg.

Workup

  1. customThe colorless reaction mixture was evaporated in vacuo
  2. distillationthe resulting oil distilled bulb-to-bulb
  3. customat 120°-140°

Sources & evidence

ORD record
ord-5b096d6d56e8453aa867ea9c16c92373
Source dataset
uspto-grants-1985_02
Patent number
US04499299

Linked notes

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