Carbon tetrabromide → HCID 67960549, compound

HRID 536161Notes

Reaction equation

HRID 536161 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16]O)=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:42]>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][Br:42])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19]

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 668255292-(4-(4-Chloro-3-(trifluoromethyl)phenoxy)phenyl)ethanol

Product 1

HCID 67960549HCID 67960549, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)ethanol (300 mg, 0.947 mmol) and triphenylphosphine (300 mg, 1.144 mmol) in dichloromethane (5 mL) was added carbon tetrabromide (350 mg, 1.055 mmol) in portions. The reaction mixture was stirred at rt for 2 h, then concentrated. Purification via ISCO system afforded the title product (335 mg) as a colorless liquid.

Workup

  1. concentrationconcentrated
  2. customPurification via ISCO system

Sources & evidence

ORD record
ord-bf8c345d365d434e99bac01e7baa76fd
Source dataset
uspto-grants-2014_10
Patent number
US08859573B2

Reaction notes

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