Hydrochloric Acid → HCID 19861949, compound

HRID 1165516Notes

Reaction equation

HRID 1165516 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([C:12]#[N:13])=[C:7]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)[CH2:6][CH2:5]2.[Mg].O1CCCC1.Cl>CO>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]([C:12]#[N:13])[CH:7]([C:14]1[CH:15]=[CH:16][C:17]([F:20])=[CH:18][CH:19]=1)[CH2:6][CH2:5]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 5462224MagnesiumHCID 19861944HCID 19861944, compound

Product 1

HCID 19861949HCID 19861949, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 6-bromo-2-(4-fluorophenyl)-3,4-dihydronaphthalene-1-carbonitrile (8 g), magnesium (3 g), tetrahydrofuran (300 ml) and methanol (300 ml) was stirred at 0° under an atmosphere of argon for 1.5 h. The reaction mixture was then poured into 2N hydrochloric acid (300 ml), and the organic solvents were evaporated under reduced pressure. The residue was extracted with ethyl acetate (300 ml), the extract was dried and evaporated to dryness and the residue was triturated with diethyl ether to give 6-bromo-2-(4-fluorophenyl)-1,2,3,4-tetrahydronaphthalene-1-carbonitrile as a white solid, m.p. 146°.

Workup

  1. customthe organic solvents were evaporated under reduced pressure
  2. extractionThe residue was extracted with ethyl acetate (300 ml)
  3. customthe extract was dried
  4. customevaporated to dryness
  5. customthe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-eca666638263479ca6017cc5aff297da
Source dataset
uspto-grants-1990_03
Patent number
US04910212

Reaction notes

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