Hydrochloric Acid → 58878-40-3

HRID 1973043Notes

Reaction equation

HRID 1973043 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-02cf2179bba7498a9e959b46be91ec3b
Source dataset
uspto-grants-1976_12
Patent number
US03996159

Reaction notes

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