Carbon tetrabromide → HCID 23045281, compound

HRID 2108121Notes

Reaction equation

HRID 2108121 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[O:20]([CH2:27][CH2:28][CH2:29][O:30][CH2:31][CH2:32][O:33][CH2:34][CH2:35][CH2:36]O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(Br)(Br)(Br)[Br:39]>ClCCl>[Br:39][CH2:36][CH2:35][CH2:34][O:33][CH2:32][CH2:31][O:30][CH2:29][CH2:28][CH2:27][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 23045273HCID 23045273, compound

Product 1

HCID 23045281HCID 23045281, compoundYield 93.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Triphenylphosphine (2.01 g) in dry dichloromethane (16 ml) was added dropwise over 20 min to a stirred solution of 3-[2-(3-phenoxypropoxy)ethoxy]-1-propanol (1.5 g), and carbon tetrabromide (2.54 g) in dry dichloromethane (27 ml) at 0° C. under nitrogen. The solution was allowed to warm to room temperature and stirred under nitrogen for 4 h. The solution was purified by FCC eluting with System F (4:1) to give the title compound (1.75 g) as a colourless oil. T.l.c. (System F 1:1) Rf 0.55

Workup

  1. customThe solution was purified by FCC
  2. washeluting with System F (4:1)

Sources & evidence

ORD record
ord-2d102549cc1f42c782555b3681d6c758
Source dataset
uspto-grants-1990_06
Patent number
US04937268

Reaction notes

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