Hydrochloric Acid → 58878-40-3

HRID 267865Notes

Reaction equation

HRID 267865 reaction equation
[C:1]([C:3]1[O:4][C:5]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:6]=2[C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)#[N:2].B.Cl>O1CCCC1>[ClH:18].[NH2:2][CH2:1][C:3]1[O:4][C:5]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:6]=2[C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 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. 2-cyano-5-chloro-3-phenylbenzofuran (0.008 mole) in 30 ml of tetrahydrofuran with 18 ml of borane in tetrahydrofuran (1 m solution). Reflux for 2 hours. Cool, add 10 ml of 10% hydrochloric acid and reflux for 1/2 hour. Evaporate the solution to dryness. 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. temperatureReflux for 2 hours
  3. temperatureCool
  4. temperaturereflux for 1/2 hour
  5. customEvaporate the solution to dryness
  6. dissolutionDissolve the residue in 50 ml of ethanol
  7. additionAdd 30 ml of ethanol saturated with hydrogen chloride
  8. customDry the precipitate
  9. customobtained

Sources & evidence

ORD record
ord-d61a4e0d1da44989be3cc3ce5a5dd2aa
Source dataset
uspto-grants-1976_03
Patent number
US03944672

Reaction notes

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