Phosphorus tribromide → HCID 20389880, compound

HRID 426770Notes

Reaction equation

HRID 426770 reaction equation
P(Br)(Br)[Br:2].[S:5]1[C:9]([CH2:10]O)=[CH:8][C:7]2[CH:12]=[CH:13][C:14]3[C:19]([C:6]1=2)=[CH:18][CH:17]=[CH:16][CH:15]=3>C(Cl)(Cl)Cl>[Br:2][CH2:10][C:9]1[S:5][C:6]2[C:19]3[C:14]([CH:13]=[CH:12][C:7]=2[CH:8]=1)=[CH:15][CH:16]=[CH:17][CH:18]=3

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 13128311HCID 13128311, compound

Product 1

HCID 20389880HCID 20389880, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of 10.8 g (0.04 mole) of phosphorus tribromide in 150 ml of chloroform is added dropwise at 5° within 45 minutes, with stirring, to a suspension of 21.4 g (0.1 mole) of naphtho [1,2-b]thiophene-2-methanol in 110 ml of chloroform, with the gradual formation of a solution. The reaction mixture is stirred for a further 5 hours at 5°, and ice water is subsequently added. The organic phase is separated, washed twice with water and, after drying over sodium sulphate, concentrated at a maximum of 40° in vacuo. The 2-(bromomethyl)-naphtho[1,2-b] thiophene obtained as residue crystallises on addition of diethyl ether, and melts at 75°-78°.

Workup

  1. customThe organic phase is separated
  2. washwashed twice with water
  3. dry with materialafter drying over sodium sulphate
  4. concentrationconcentrated at a maximum of 40° in vacuo

Sources & evidence

ORD record
ord-f8628adfad1946e78ee30f46ef599ebf
Source dataset
uspto-grants-1979_10
Patent number
US04171366

Reaction notes

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