Hydrochloric Acid → HCID 12918496, compound

HRID 1277526Notes

Reaction equation

HRID 1277526 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([CH:7]([OH:10])[CH2:8][NH2:9])=[CH:3][CH:2]=1.[ClH:11].C=O.[C-]#[N:15].[K+].C(O[CH2:20][CH3:21])C>O>[ClH:11].[OH:10][CH:7]([C:4]1[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1)[CH2:8][NH:9][CH2:21][C:20]#[N:15]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 1000PhenylethanolamineHCID 3283Diethyl EtherHCID 9032Potassium Cyanide

Product 1

HCID 12918496HCID 12918496, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Combine dl-2-amino-1-phenylethanol (5.49 g.; 0.04 moles) with water (60 ml)and 5 N aqueous HCl (8 ml; 0.04 moles) then stir until clear. Add 37% aqueous formaldehyde solution (4 ml), then with stirring drip in a solution of potassium cyanide (2.61 g.; 0.04 moles) in water (20 ml). Stira further 3 hours at room temperature then add diethyl ether and let stand overnight. Extract with diethyl ether, wash, dry and evaporate the solventin vacuo. Purify the resulting oil and convert to the HCl salt as in the preceding paragraph to obtain 4.10 g. of the title product, m.p.=146°-148° C.

Workup

  1. extractionExtract with diethyl ether
  2. washwash
  3. customdry
  4. customevaporate the solventin vacuo
  5. customPurify the resulting oil and convert to the HCl salt as in the preceding paragraph
  6. customto obtain 4.10 g

Sources & evidence

ORD record
ord-11149dae9dfa4e6ebbd24a24dc7a777b
Source dataset
uspto-grants-1981_07
Patent number
US04277609

Reaction notes

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