Bromine → 2-Bromo-7-(2-hydroxyethyl)-3-phenylbenzofuran

HRID 262213Notes

Reaction equation

HRID 262213 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[C:12]2[O:11][CH:10]=[C:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:8]=2[CH:7]=[CH:6][CH:5]=1.[Br:19]Br>ClCCl>[Br:19][C:10]1[O:11][C:12]2[C:4]([CH2:3][CH2:2][OH:1])=[CH:5][CH:6]=[CH:7][C:8]=2[C:9]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 213203177-(2-Hydroxyethyl)-3-phenylbenzofuran

Product 1

HCID 213202892-Bromo-7-(2-hydroxyethyl)-3-phenylbenzofuran

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3.0 g. (0.0126 mole) of 7-(2-hydroxyethyl)-3-phenylbenzofuran in 50 ml. of dichloromethane is added dropwise 2.1 g. of bromine. After stirring for five minutes the mixture is evaporated, benzene is added to the residue and it is evaporated again. The residue is mixed with petroleum ether and crystallizes. Recrystallization from hexane gives 2-bromo-7-(2-hydroxyethyl)-3-phenylbenzofuran, m.p. 108°-112° C.

Workup

  1. customis evaporated
  2. additionbenzene is added to the residue and it
  3. customis evaporated again
  4. additionThe residue is mixed with petroleum ether
  5. customcrystallizes
  6. customRecrystallization from hexane

Sources & evidence

ORD record
ord-0a92d492a46d4126bc7a53ac9cd92a4c
Source dataset
uspto-grants-1979_05
Patent number
US04153716

Reaction notes

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