Benzaldehyde → HCID 59015179, compound

HRID 2167161Notes

Reaction equation

HRID 2167161 reaction equation
O.Cl.[NH2:3][C@H:4]([C:7]([OH:9])=[O:8])[CH2:5][SH:6].CCO.[CH:13](=O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.O.CCO>O>[C:14]1([C@@H:13]2[NH:3][CH:4]([C:7]([OH:9])=[O:8])[CH2:5][S:6]2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

6

Reactant 4

HCID 240BenzaldehydeHCID 702EthanolHCID 23462L-Cysteine hydrochloride monohydrateHCID 19096565Water ethanol

Product 1

HCID 59015179HCID 59015179, compoundYield 102.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To the suspension of L-cysteine hydrochloride monohydrate (99.24 g, 565.1 mmol) in H2O (535 mL) were added EtOH (420 mL) and benzaldehyde (83.1 mL, 818 mmol) under stirring. After a few minutes, the mixture became a thick cream, which could not be stirred. Enough H2O/EtOH (3:2) solution was added to assist in stiffing the mixture. After 2.5 hrs, the mixture was filtered and the solid was washed with H2O and hexane successively. Upon drying under high vacuum, white powder (121.19 g) was obtained, which was used in the next step without further purification.

Workup

  1. waitAfter a few minutes
  2. stirringbe stirred
  3. filtrationthe mixture was filtered
  4. washthe solid was washed with H2O and hexane successively
  5. customUpon drying under high vacuum

Sources & evidence

ORD record
ord-0aa8fd8de442402b800ba26f0934972a
Source dataset
uspto-grants-2015_06
Patent number
US09045401B2

Reaction notes

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