Carbon tetrabromide → HCID 53770216, compound

HRID 1422344Notes

Reaction equation

HRID 1422344 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:20]([Br:24])(Br)(Br)Br.[Cl:25][C:26]1[CH:27]=[C:28]([C:33]2[CH:40]=[CH:39][C:36](CO)=[CH:35][CH:34]=2)[CH:29]=[C:30]([Cl:32])[CH:31]=1>C(OCC)C.C(Cl)Cl>[Cl:25][C:26]1[CH:27]=[C:28]([C:33]2[CH:40]=[CH:39][C:36]([CH2:20][Br:24])=[CH:35][CH:34]=2)[CH:29]=[C:30]([Cl:32])[CH:31]=1

Participants

6

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 11288229(3',5'-Dichloro[1,1'-biphenyl]-4-yl)methanol

Product 1

HCID 53770216HCID 53770216, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of triphenylphospine (636 mg, 2.42 mmol) and carbon tetrabromide (830 mg, 2.50 mmol) in diethyl ether (5 mL) was added a solution of 4-(3',5'-bis-chlorophenyl) benzyl alcohol (50 mg, 1.98 mmol) in CH2Cl2 (12 mL). The reaction was stirred at ambient temperature for 16 hours, silica gel was than added and the solvent evaporated in vacuo. The product was isolated by chromatography (Silica gel, 10-30% EtOAc in hexanes) and obtained as a white solid.

Workup

  1. additionthan added
  2. customthe solvent evaporated in vacuo
  3. customThe product was isolated by chromatography (Silica gel, 10-30% EtOAc in hexanes)
  4. customobtained as a white solid

Sources & evidence

ORD record
ord-bad8f4f388c7478aa18d0c8d52b766e7
Source dataset
uspto-grants-2000_06
Patent number
US06080870

Reaction notes

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