Carbon tetrabromide → HCID 15428709, compound

HRID 1735356Notes

Reaction equation

HRID 1735356 reaction equation
O[CH2:2][CH2:3][CH2:4][C:5]1[CH:6]=[C:7]([CH:14]=[CH:15][CH:16]=1)[O:8][CH2:9][C:10]([O:12][CH3:13])=[O:11].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:36]C(Br)(Br)Br>C(Cl)Cl>[Br:36][CH2:2][CH2:3][CH2:4][C:5]1[CH:6]=[C:7]([CH:14]=[CH:15][CH:16]=1)[O:8][CH2:9][C:10]([O:12][CH3:13])=[O:11]

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 15428714HCID 15428714, compound

Product 1

HCID 15428709HCID 15428709, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of methyl 3-(3-hydroxypropyl)phenoxyacetate (2.00 g) in methylene chloride (20 ml) were added successively triphenylphosphine (2.81 g) and tetrabromomethane (3.55 g) at room temperature. The mixture was evaporated. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=7:1) to give the title compound (1.69 g) having the following physical data.

Workup

  1. customThe mixture was evaporated
  2. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=7:1)

Sources & evidence

ORD record
ord-6fc48c9b8dfd40efaa7c0e6774f8f4a0
Source dataset
uspto-grants-1996_07
Patent number
US05536736

Reaction notes

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