Carbon tetrabromide → 135660-91-2

HRID 1681329Notes

Reaction equation

HRID 1681329 reaction equation
O[CH:2]([C:7]1[CH:11]=[CH:10][S:9][CH:8]=1)[C:3]([O:5][CH3:6])=[O:4].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:32]>C(#N)C>[Br:32][CH:2]([C:7]1[CH:11]=[CH:10][S:9][CH:8]=1)[C:3]([O:5][CH3:6])=[O:4]

Participants

5

Reactant 3

HCID 11205Carbon tetrabromide2×HCID 11776Triphenylphosphine2×HCID 19806271HCID 19806271, compound

Product 1

HCID 19806273135660-91-2

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of (RS) methyl 2-hydroxy-2-(thien-3-yl)acetate (see Preparation 24) (4.49 g), triphenylphosphine (8.21 g) and carbon tetrabromide (10.4 g) in acetonitrile (100 ml) was refluxed for 2 hours, cooled, further triphenylphosphine (2.5 g) and carbon tetrabromide (3 g) were added, and refluxing was continued for a further 2 hours. After cooling, the mixture was used directly, without further purification, in Preparation 17.

Workup

  1. temperaturewas refluxed for 2 hours
  2. temperaturecooled
  3. temperaturerefluxing
  4. temperatureAfter cooling
  5. customthe mixture was used directly, without further purification, in Preparation 17

Sources & evidence

ORD record
ord-e9959afbf6454c56b25a8c56044ee553
Source dataset
uspto-grants-1992_12
Patent number
US05171744

Reaction notes

Loading…