Carbon tetrabromide → HCID 22672752, compound

HRID 726110Notes

Reaction equation

HRID 726110 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:20]([N:24]([CH3:35])[C:25](=[O:34])[C:26]#[C:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]O)[CH2:21][CH2:22][CH3:23].[Br:36]C(Br)(Br)Br>C(Cl)Cl>[Br:36][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][C:27]#[C:26][C:25]([N:24]([CH2:20][CH2:21][CH2:22][CH3:23])[CH3:35])=[O:34]

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 22672711HCID 22672711, compound

Product 1

HCID 22672752HCID 22672752, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-10 °C

Procedure

1.205 g of triphenyl phosphine were added to a solution of 855 mg of the product of Step D in 4 ml of methylene chloride and the mixture was cooled to -10° C. 1.522 g of tetrabromomethane were added, and after stirring for one hour at -5° C., the reaction mixture was chromatographed on silica (eluant: cyclohexane-ethyl acetate 35-65) to obtain 0.98 g of the expected product.

Workup

  1. customthe reaction mixture was chromatographed on silica (eluant: cyclohexane-ethyl acetate 35-65)

Sources & evidence

ORD record
ord-896d58712d27452e8a5530383a7dddad
Source dataset
uspto-grants-1998_01
Patent number
US05707982

Reaction notes

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