Phosphorus tribromide → HCID 66933088, compound

HRID 1801972Notes

Reaction equation

HRID 1801972 reaction equation
P(Br)(Br)[Br:2].[F:5][C:6]1[CH:7]=[C:8]2[C:13](=[C:14]([F:17])[C:15]=1[F:16])[N:12]=[CH:11][C:10]([CH2:18]O)=[C:9]2[C:20]1[S:21][CH:22]=[CH:23][CH:24]=1>C(Cl)Cl>[F:5][C:6]1[CH:7]=[C:8]2[C:13](=[C:14]([F:17])[C:15]=1[F:16])[N:12]=[CH:11][C:10]([CH2:18][Br:2])=[C:9]2[C:20]1[S:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 66933212HCID 66933212, compound

Product 1

HCID 66933088HCID 66933088, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of PBr3 (8.4 g, 31 mmol) in CH2Cl2 (40 ml) was added to the mixture of F13 (5.0 g, 15.5 mmol) in CH2Cl2 (30 ml) at 0° C. The resulting mixture was stirred for 10 minutes at 0° C. and then for 2 hour at room temperature before quenching with a saturated aqueous NaHCO3 solution to pH 8. The mixture was added to CH2Cl2 and the organic layer was separated, washed with water, dried over Na2SO4, and concentrated to obtain the title compound (5.2 g, 86.8%), mp: 98˜100° C. which was used without further purification.

Workup

  1. customfor 2 hour at room temperature before quenching with a saturated aqueous NaHCO3 solution to pH 8
  2. additionThe mixture was added to CH2Cl2
  3. customthe organic layer was separated
  4. washwashed with water
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-1f8b805e02f34badaae26ed6ca7ea8a5
Source dataset
uspto-grants-2013_01
Patent number
US08349867B2

Reaction notes

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