L-Alanine → HCID 13826597, compound

HRID 1906626Notes

Reaction equation

HRID 1906626 reaction equation
[NH2:1][C@H:2]([C:4]([OH:6])=[O:5])[CH3:3].[C:7]1([CH2:13][CH2:14][CH:15]=O)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(Cl)(Cl)Cl.CO.[C-:23]#[N:24].[Na+]>>[C:23]([CH:15]([NH:1][C@H:2]([C:4]([OH:6])=[O:5])[CH3:3])[CH2:14][CH2:13][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)#[N:24]

Participants

5

Reactant 4

HCID 5950L-AlanineHCID 7707BenzenepropanalHCID 8929Sodium CyanideHCID 21584188Chloroform methanol

Product 1

HCID 13826597HCID 13826597, compound

Procedure

L-alanine (3.56 g) is dissolved in aqueous sodium cyanide (1.96 g/40 ml) and a methanolic solution of 3-phenylpropionaldehyde (5.63 g/25 ml) is added under vigorous stirring, bringing the total volume to 65 ml. The mixture is stirred at room temperature for 3 hours, extracted with chloroform, and acidified with 2NHCl (pH 3-4). The resulting precipitate is collected, washed, and dried, and used in the next reaction without further purification [m.p.=115° C. (decompose); TLC (Silica gel; CHCl3 /MeOH/HOAC=9:1:0.5); Rf=0.60].

Workup

  1. extractionextracted with chloroform
  2. customThe resulting precipitate is collected
  3. washwashed
  4. customdried
  5. customused in the next reaction without further purification [m.p.=115° C. (decompose)

Sources & evidence

ORD record
ord-c32a12755a4d4964a718216d67a48ed7
Source dataset
uspto-grants-1987_03
Patent number
US04652668

Reaction notes

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