Carbon tetrabromide → HCID 21256546, compound

HRID 635796Notes

Reaction equation

HRID 635796 reaction equation
O[CH2:2][CH2:3][CH:4]1[C:9](=[O:10])[NH:8][C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[O:5]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:34]C(Br)(Br)Br>ClCCl>[Br:34][CH2:2][CH2:3][CH:4]1[C:9](=[O:10])[NH:8][C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[O:5]1

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 2768332HCID 2768332, compound

Product 1

HCID 21256546HCID 21256546, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

580 mg of 2-(2-hydroxyethyl)-1,4-benzoxazin-3-one is stirred with 1 equivalent each of triphenylphosphine and tetrabromomethane in 50 ml of dichloromethane. After 12 hours at room temperature, the reaction is completed. The mixture is concentrated by evaporation, and all of this is put onto a column. After column chromatography, the title compound is obtained in a yield of 79%. [1H]-NMR (CDCl3): 8.35 broad 1H, 7.05 to 6.8 m 4H, 4.77 dd 1H, 3.67 m 2H, 2.5 m 2H.

Workup

  1. concentrationThe mixture is concentrated by evaporation

Sources & evidence

ORD record
ord-8fdd1d44b6c943358dd2bebd15346bba
Source dataset
uspto-grants-2001_02
Patent number
US06191127B1

Reaction notes

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