Hydrochloric Acid → 6(1-Hydroxyethyl)benzoselenazolinone

HRID 5921Notes

Reaction equation

HRID 5921 reaction equation
[C:1]([C:4]1[CH:13]=[CH:12][C:7]2[N:8]=[CH:9][Se:10](=[O:11])[C:6]=2[CH:5]=1)(=[O:3])[CH3:2].[OH-].[Na+].[BH4-].[Na+].Cl>>[OH:3][CH:1]([C:4]1[CH:13]=[CH:12][C:7]2[N:8]=[CH:9][Se:10](=[O:11])[C:6]=2[CH:5]=1)[CH3:2]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 1317181736-Acetylbenzoselenazolinone

Product 1

HCID 1317181756(1-Hydroxyethyl)benzoselenazolinone

Procedure

1.2 g (0.005 mol) of 6-acetylbenzoselenazolinone are introduced together with 7.5 cm3 of 3% sodium hydroxide into a ground-necked round-bottom flask cooled in an ice bath. 0.38 g (0.001 mol) of sodium borohydride is then added slowly and with stirring. The solution is stirred at room temperature for 15 hours an the acidified with aqueous hydrochloric acid solution diluted 4-fold. The precipitate obtained is drained, washed with water and then recrystallized in a mixture of cyclohexane (1/3) and ethyl acetate (2/3).

Workup

  1. temperaturecooled in an ice bath
  2. stirringThe solution is stirred at room temperature for 15 hours an the
  3. additiondiluted 4-fold
  4. customThe precipitate obtained
  5. washwashed with water
  6. customrecrystallized in a mixture of cyclohexane (1/3) and ethyl acetate (2/3)

Sources & evidence

ORD record
ord-bcabc6c7750a4ed98f74bdfc2926b4a1
Source dataset
uspto-grants-1993_09
Patent number
US05246951

Reaction notes

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