Hydrochloric Acid → HCID 15839202, compound

HRID 2119427Notes

Reaction equation

HRID 2119427 reaction equation
[OH:1][CH:2]([C:5]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:6])[C:3]#[N:4].Cl.C[OH:21]>>[OH:1][CH:2]([C:5]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[CH3:6])[C:3]([NH2:4])=[O:21]

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 15839203HCID 15839203, compound

Product 1

HCID 15839202HCID 15839202, compound

Conditions

Temperature
5 °C

Procedure

10.0 g (4.22 [sic] mmol) of 2-hydroxy-3,3-diphenylbutyronitrile were dissolved in 500 ml of methanol (abs.) and, at 5-10° C., HCl was passed in for 3 hours. The mixture was then stirred at 5° C. for 3 hours and at room temperature for 16 hours. Then 200 ml of 6 molar HCl were added and the mixture was evaporated to dryness under reduced pressure. The crude product was recrystallized from an ethyl acetate/heptane mixture. 2.5 g (23%) of 2-hydroxy-3,3-dihenylbutyramide were obtained as a white solid.

Workup

  1. customwas passed in for 3 hours
  2. customthe mixture was evaporated to dryness under reduced pressure
  3. customThe crude product was recrystallized from an ethyl acetate/heptane mixture
  4. custom2.5 g (23%) of 2-hydroxy-3,3-dihenylbutyramide were obtained as a white solid

Sources & evidence

ORD record
ord-4c7251aad4f4428698522ffb509a9230
Source dataset
uspto-grants-2004_02
Patent number
US06686369B1

Reaction notes

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