Carbon tetrabromide → HCID 22643420, compound

HRID 2414784Notes

Reaction equation

HRID 2414784 reaction equation
O[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[N:12]([C:13]([CH3:15])=[CH2:14])[C:11]2[CH:16]=[CH:17][CH:18]=[CH:19][C:10]=2[N:9]=1.C(Br)(Br)(Br)[Br:21].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[OH-].[Na+]>ClCCl>[Br:21][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[N:12]([C:13]([CH3:15])=[CH2:14])[C:11]2[CH:16]=[CH:17][CH:18]=[CH:19][C:10]=2[N:9]=1

Participants

6

Reactant 4

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 14798Sodium HydroxideHCID 22643415HCID 22643415, compound

Product 1

HCID 22643420HCID 22643420, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.06 g of the compound obtained in Example 13a in 20 ml of dichloromethane was added with 1.8 g of carbon tetrabromide and 1.4 g of triphenylphosphine and stirred for 1 hour. The reaction mixture was added with saturated aqueous NaOH for washing. The solvent was evaporated under reduced pressure and the resulting residue was purified by silica gel column chromatography (ethyl acetate) to obtain 1.2 g of the title compound (yield: 91%).

Workup

  1. washfor washing
  2. customThe solvent was evaporated under reduced pressure
  3. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-d17132f87d144cce96698fae6f4c8e4c
Source dataset
uspto-grants-2004_11
Patent number
US06815455B1

Reaction notes

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