Benzene → 3-Bromomethyl-10,11-dihydro-11-oxodibenzo[b,f]thiepin

HRID 1075018Notes

Reaction equation

HRID 1075018 reaction equation
O[CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[C:12](=[O:13])[CH2:11][C:10]3[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=3[S:8][C:7]=2[CH:18]=1.C1C=CC=CC=1.P(Br)(Br)[Br:26].O>C1(C)C=CC=CC=1>[Br:26][CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[C:12](=[O:13])[CH2:11][C:10]3[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=3[S:8][C:7]=2[CH:18]=1

Participants

6

Reactant 4

HCID 241BenzeneHCID 962WaterHCID 24614Phosphorus tribromideHCID 202702423-Hydroxymethyl-10,11-dihydro-11-oxodibenzo[b,f]-thiepin

Product 1

HCID 202702683-Bromomethyl-10,11-dihydro-11-oxodibenzo[b,f]thiepin

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Dissolve 4.43 g. of the alcohol of Step 1 in 100 cc. of benzene and add 1 cc. (10.5 mmole) of phosphorous tribromide. Stir at room temperature for 1 hour, add water and then dilute with toluene. Wash three times with water, dry and strip to a solid residue.

Workup

  1. dissolutionDissolve 4.43 g
  2. washWash three times with water
  3. customdry

Sources & evidence

ORD record
ord-60b2888817de4f5d8cebf42fa7478757
Source dataset
uspto-grants-1983_07
Patent number
US04394515

Reaction notes

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