Acetic Anhydride → HCID 21512080, compound

HRID 1658835Notes

Reaction equation

HRID 1658835 reaction equation
[CH:1]([NH:3][C@H:4]([C:12]([OH:14])=[O:13])[C:5]([SH:11])([CH3:10])[CH:6]=[C:7]([CH3:9])[CH3:8])=[O:2].C(OC(=O)C)(=O)C>C1(C)C=CC=CC=1>[CH:1]([NH:3][CH:4]([C:12]([OH:14])=[O:13])[C:5]([SH:11])([CH3:10])[CH:6]=[C:7]([CH3:8])[CH3:9])=[O:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 22791196HCID 22791196, compound2×

Product 1

HCID 21512080HCID 21512080, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.3 kilograms of N-formyl-isopropylidene-L-penicillamine were dissolved in 4.5 liters of toluene and treated with 30 ml. of acetic anhydride. This mixture was heated for 2 hours under reflux. After cooling to room temperature the pure N-formyl-isopropylidene-D,L-penicillamine crystallized out. There were obtained 1.25 kilograms of N-formyl-isopropylidene-D,L-penicillamine having a melting point of 140°-142°C. and [α]D20 = 0°.

Workup

  1. additiontreated with 30 ml
  2. temperatureThis mixture was heated for 2 hours
  3. temperatureunder reflux
  4. customcrystallized out

Sources & evidence

ORD record
ord-5301b3a8f819489f9777b9b23a49ded2
Source dataset
uspto-grants-1976_06
Patent number
US03966752

Reaction notes

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