Phosphorus tribromide → HCID 20228215, compound

HRID 1731631Notes

Reaction equation

HRID 1731631 reaction equation
P(Br)(Br)[Br:2].[C:5]([C:7]1[CH:8]=[CH:9][C:10]2[CH2:16][CH2:15][C:14]3[CH:17]=[C:18]([CH2:21]O)[CH:19]=[CH:20][C:13]=3[S:12][C:11]=2[CH:23]=1)#[N:6]>CCOCC>[C:5]([C:7]1[CH:8]=[CH:9][C:10]2[CH2:16][CH2:15][C:14]3[CH:17]=[C:18]([CH2:21][Br:2])[CH:19]=[CH:20][C:13]=3[S:12][C:11]=2[CH:23]=1)#[N:6]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 13746708HCID 13746708, compound

Product 1

HCID 20228215HCID 20228215, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Phosphorous tribromide (0.2 ml) was added to a suspension of 3-cyano-8-hydroxymethyl-10,11-dihydrodibenzo[b,f]thiepin (500 mg; 1.87 mmole) in ether (7 ml). The reaction mixture was stirred at room temperature for one hour, then poured onto ice, extracted with ether (3×50 ml), dried over Na2SO4 and evaporated to afford 581 mg (95%) of 3-cyano-8-bromomethyl-10,11-dihydrodibenzo[b,f]thiepin as an oil.

Workup

  1. additionpoured onto ice
  2. extractionextracted with ether (3×50 ml)
  3. dry with materialdried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-46d51a7d492c42158ba2a0f0c61bc313
Source dataset
uspto-grants-1986_11
Patent number
US04622403

Reaction notes

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