Carbon tetrabromide → HCID 21196139, compound

HRID 1066829Notes

Reaction equation

HRID 1066829 reaction equation
[F:1][C:2]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][C:3]=1[CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:36]>C(OCC)C>[F:1][C:2]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][C:3]=1[CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][Br:36]

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 211961624-(2-Fluoro-5-bromobenzyloxy)butanol

Product 1

HCID 21196139HCID 21196139, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 4-(2-fluoro-5-bromobenzyloxy)butanol (7.03 g, 26.3 mmol) in diethyl ether (88 ml) was treated with triphenylphosphine (8.97 g, 34.2 mmol) and carbon tetrabromide (11.3 g, 34.2 mmol). The cloudy solution was stirred at ambient temperature for about 30 hours. The precipitate was removed by filtration and the filtrate was concentrated. The desired title intermediate was purified from the filtrate by bulb to bulb distillation.

Workup

  1. customThe precipitate was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. distillationThe desired title intermediate was purified from the filtrate by bulb to bulb distillation

Sources & evidence

ORD record
ord-08bfffead2d44ba6b108f68f28ad0cfc
Source dataset
uspto-grants-2001_06
Patent number
US06245761B1

Reaction notes

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