Succinic anhydride → HCID 247725, compound

HRID 1734235Notes

Reaction equation

HRID 1734235 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[CH2:8]([OH:22])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>O>[CH2:8]([O:22][C:4]([CH2:3][CH2:2][C:1]([OH:6])=[O:7])=[O:5])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 82091-Tetradecanol

Product 1

HCID 247725HCID 247725, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

Succinic anhydride (24.2 g) and tetradecanol (42.9 g) were molten by heating them at 120° to 130° C. and stirred for 3 hours. After completion of the reaction, the reaction mixture was cooled to 80° C., and 50 ml of water was added thereto. The mixture was stirred for one additional hour. The reaction mixture was cooled to room temperature and extracted with 200 ml of ethyl acetate. The ethyl acetate solution was washed with 200 ml of water three times and concentrated to dryness under reduced pressure. There was obtained 60.9 g (96.8%) of 3-tetradecyloxycarbonylpropionic acid. Melting point: 48° to 49° C.

Workup

  1. temperatureby heating them at 120° to 130° C.
  2. customAfter completion of the reaction
  3. stirringThe mixture was stirred for one additional hour
  4. temperatureThe reaction mixture was cooled to room temperature
  5. extractionextracted with 200 ml of ethyl acetate
  6. washThe ethyl acetate solution was washed with 200 ml of water three times
  7. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-67613a3754724897a4ececab9c66f932
Source dataset
uspto-grants-1996_07
Patent number
US05532377

Reaction notes

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