Maleic Anhydride → HCID 70055034, compound

HRID 1701151Notes

Reaction equation

HRID 1701151 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[CH3:8][C@@H:9]([NH2:18])[C@@H:10]([OH:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1(C)C=CC=CC=1>[CH3:8][CH:9]([NH:18][C:4](=[O:5])/[CH:3]=[CH:2]\[C:1]([OH:6])=[O:7])[CH:10]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[OH:17]

Participants

4

Reactant 2

HCID 7923Maleic AnhydrideHCID 26934(1S,2R)-2-amino-1-phenylpropan-1-ol

Product 1

HCID 70055034HCID 70055034, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
50 °C

Procedure

32.6 grams of maleic anhydride were dissolved in 600 ml of toluene and there were dropped into this solution under stirring a 50° C. warm solution of 50.0 grams of (+)-norephedrine in 100 ml of toluene. Then stirring was continued for 30 more minutes at this temperature. The product was allowed to cool, filtered off with suction, dried and recrystallized from ethyl acetate. Yield: 63.5 grams=77.0% of theory. M.P. 154°-156°

Workup

  1. additionthere were dropped into this solution
  2. stirringThen stirring
  3. temperatureto cool
  4. filtrationfiltered off with suction
  5. customdried
  6. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-9c4b933bfb0c47b18a121e01529eec36
Source dataset
uspto-grants-1980_03
Patent number
US04191777

Reaction notes

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