Hydrochloric Acid → 58878-40-3

HRID 1679676Notes

Reaction equation

HRID 1679676 reaction equation
[C:1]([C:3]1[O:7][C:6]2[CH:8]=[CH:9][C:10]([Cl:12])=[CH:11][C:5]=2[C:4]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)#[N:2].B#B.Cl>O1CCCC1>[ClH:12].[NH2:2][CH2:1][C:3]1[O:7][C:6]2[CH:8]=[CH:9][C:10]([Cl:12])=[CH:11][C:5]=2[C:4]=1[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6328200DiboronHCID 227634675-Chloro-3-phenyl-1-benzofuran-2-carbonitrile

Product 1

HCID 2276350658878-40-3

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Treat 2.0 g. of 2-cyano-5-chloro-3-phenylbenzo[b]furan (0.008 mole) in 30 ml. of tetrahydrofuran with 18 ml. of diborane in tetrahydrofuran (1 M solution) and reflux for 2 hours. Cool, add 10 ml. of 10% hydrochloric acid and reflux for 1/2 hour. Evaporate the solution to dryness and dissolve the residue in 50 ml. of ethanol. Add 30 ml. of ethanol saturated with hydrogen chloride. Dry the precipitate obtained to yield the title compound; m.p. 254°-256°.

Workup

  1. additionTreat 2.0 g
  2. temperatureCool
  3. additionadd 10 ml
  4. customEvaporate the solution to dryness
  5. dissolutiondissolve the residue in 50 ml
  6. additionAdd 30 ml
  7. customDry the precipitate
  8. customobtained

Sources & evidence

ORD record
ord-cf457f7b0ccc4728ac007292c0efcc4d
Source dataset
uspto-grants-1978_03
Patent number
US04081549

Reaction notes

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