Benzaldehyde → HCID 68562456, compound

HRID 1581836Notes

Reaction equation

HRID 1581836 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:8])[CH2:6][NH2:7])[CH3:3].S([O-])([O-])(=O)=O.[Mg+2].[CH:15](=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C([N:25](CC)CC)C>C(#N)C>[CH2:2]([O:4][C:5](=[O:8])[CH:6]([N:25]=[CH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[NH2:7])[CH3:3]

Participants

6

Reactant 4

HCID 240BenzaldehydeHCID 8471TriethylamineHCID 24083Sulfuric acid magnesium salt (1:1)HCID 2723640Glycine ethyl ester, hydrochloride

Product 1

HCID 68562456HCID 68562456, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
22.5 °C

Procedure

To a 2 L flask, equipped with an overhead stirrer, was added 101.1 g of glycine ethyl ester hydrochloride salt (1.05 eq), 82.1 g magnesium sulfate (1.0 eq), 0.5 L acetonitrile, 72.7 g benzaldehyde (1.0 eq), and 138.7 g triethylamine (2 eq). The reaction mixture was stirred at 20-25° C. for ˜4 h. The solid was filtered off, and washed with 2×0.1 L acetonitrile. The crude product (filtrate) was ready for use in the next step.

Workup

  1. customTo a 2 L flask, equipped with an overhead stirrer
  2. filtrationThe solid was filtered off
  3. washwashed with 2×0.1 L acetonitrile

Sources & evidence

ORD record
ord-ef4b30556f8246488c8ccbb2df798b61
Source dataset
uspto-grants-2004_05
Patent number
US06730809B2

Reaction notes

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