Carbon tetrabromide → HCID 22672725, compound

HRID 726108Notes

Reaction equation

HRID 726108 reaction equation
Br[C:2]([Br:5])(Br)Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:25]([N:29]([CH3:41])[C:30](=[O:40])[CH2:31][O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37]CO)[CH2:26][CH2:27][CH3:28]>C(Cl)Cl>[Br:5][CH2:2][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][O:32][CH2:31][C:30]([N:29]([CH2:25][CH2:26][CH2:27][CH3:28])[CH3:41])=[O:40]

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 85637562HCID 85637562, compound

Product 1

HCID 22672725HCID 22672725, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

9.3 g of tetrabromomethane and 7.4 g of triphenyl phosphine were added at -15° C. to a solution of 5.52 g of the product of Step B in 55 ml of methylene chloride and the reaction mixture was stirred for one hour at 0° C., then chromatographed on silica (eluant: ethyl acetate-cyclohexane 7-3) to obtain 6.22 g of the expected product.

Workup

  1. customchromatographed on silica (eluant: ethyl acetate-cyclohexane 7-3)

Sources & evidence

ORD record
ord-97fb1b938e0449f4bdf86872ee655dd6
Source dataset
uspto-grants-1998_01
Patent number
US05707982

Reaction notes

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