Hydrochloric Acid → HCID 21421187, compound

HRID 441410Notes

Reaction equation

HRID 441410 reaction equation
[C:1]([C:3]1[CH:18]=[CH:17][CH:16]=[CH:15][C:4]=1[O:5][CH2:6][CH:7]([OH:14])[CH2:8][NH:9][C:10]([CH3:13])([CH3:12])[CH3:11])#[N:2].OO.[ClH:21]>>[C:1]([C:3]1[CH:18]=[C:17]([Cl:21])[CH:16]=[CH:15][C:4]=1[O:5][CH2:6][CH:7]([OH:14])[CH2:8][NH:9][C:10]([CH3:11])([CH3:12])[CH3:13])#[N:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 2473(+-)-Bunitrolol

Product 1

HCID 21421187HCID 21421187, compound

Conditions

Temperature
45 °C

Procedure

5.7 gm (0.02 mol) of 1-(2-cyanophenoxy)-2-hydroxy-3-tert.-butylamino propane (prepared analogous to Example II) were dissolved in 32 ml of concentrated HCl and while stirring at 45° C. 2.27 gm of 35% hydrogen peroxide were added drowise so that the temperature did not exceed 65° C. Thereafter, the temperature was maintained at 60° C. for 30 minutes and the mixture was concentrated in vacuo at the end of which a solid residue remained. The raw hydrochloride was recrystallized from ethanol under an addition of ether to obtain 3 gm of 1-(2-cyano-4-chloro-phenoxy)-2-hydroxy-3-tert.-butylamino propane hydrochloric having a melting point of 180°-182° C.

Workup

  1. customdid not exceed 65° C
  2. temperatureThereafter, the temperature was maintained at 60° C. for 30 minutes
  3. concentrationthe mixture was concentrated in vacuo at the end of which a solid residue
  4. customThe raw hydrochloride was recrystallized from ethanol under an addition of ether

Sources & evidence

ORD record
ord-124b2705867f46f4a69a003790a62dd0
Source dataset
uspto-grants-1977_08
Patent number
US04039685

Reaction notes

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