Carbon tetrabromide → HCID 59201015, compound

HRID 1690137Notes

Reaction equation

HRID 1690137 reaction equation
[F:1][C:2]([F:31])([F:30])[C:3]([C:12]1[CH:26]=[CH:25][C:15]([O:16][C:17]2[CH:18]=[C:19]([CH2:23]O)[CH:20]=[CH:21][CH:22]=2)=[C:14]([CH2:27][CH2:28][CH3:29])[CH:13]=1)([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:52]>C(Cl)Cl>[Br:52][CH2:23][C:19]1[CH:18]=[C:17]([CH:22]=[CH:21][CH:20]=1)[O:16][C:15]1[CH:25]=[CH:26][C:12]([C:3]([O:8][CH2:9][O:10][CH3:11])([C:4]([F:7])([F:6])[F:5])[C:2]([F:31])([F:30])[F:1])=[CH:13][C:14]=1[CH2:27][CH2:28][CH3:29]

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 59201074HCID 59201074, compound

Product 1

HCID 59201015HCID 59201015, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (3-(4-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylphenoxy)phenyl) methanol (1.09 g, 2.40 mmol) in methylene chloride (24 mL) was added with triphenylphosphine (0.95 g) and carbon tetrabromide (1.27 g) at 0° C. After completion of the reaction, the reaction solution was concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (hexane/ethyl acetate) and the title compound (1.04 g, yield 85%) was obtained as a colorless oil.

Workup

  1. customAfter completion of the reaction
  2. concentrationthe reaction solution was concentrated in vacuo
  3. customThe obtained residue was purified

Sources & evidence

ORD record
ord-73982f6fa3fe4a94885c106582d2adcf
Source dataset
uspto-grants-2012_04
Patent number
US08153634B2

Reaction notes

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