Hydrochloric Acid → 2-hydroxy-2-phenylbutyramide

HRID 2211331Notes

Reaction equation

HRID 2211331 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:4])[CH2:2][CH3:3].[OH2:11].[C-:12]#[N:13].[Na+].Cl>C(OCC)C>[OH:4][C:1]([CH2:2][CH3:3])([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[C:12]([NH2:13])=[O:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 71481-Phenyl-1-propanoneHCID 8929Sodium Cyanide

Product 1

HCID 862302-hydroxy-2-phenylbutyramide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In a 1000 ml, two-opening ball matrass equipped with a separating funnel and a thermometer, 89.9 grams (0.67 moles) propiophenone, 100 ml water and 80 ml ethyl ether were added. The matrass was immersed in an ice and salt bath and 82 grams (1.67 moles) granulated sodium cyanide was added. The mixture was shaken vigorously for 20 minutes, and when the mixture temperature had dropped to 5° C., 140 ml (1.7 moles) concentrated hydrochloric acid from the separating funnel was added at such a speed that the temperature of the reaction stayed between 5° C. and 10° C. The addition took nearly two hours.

Workup

  1. customIn a 1000 ml, two-opening ball matrass equipped with a separating funnel
  2. additionwas added
  3. additionwhen the mixture temperature had dropped to 5° C.
  4. customstayed between 5° C. and 10° C
  5. additionThe addition
  6. waittook nearly two hours

Sources & evidence

ORD record
ord-362415b806f64a848c243e4a8e1381ef
Source dataset
uspto-grants-1995_10
Patent number
US05463125

Reaction notes

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