1-Octanol → HCID 86739282, compound

HRID 1388863Notes

Reaction equation

HRID 1388863 reaction equation
[CH2:1]([OH:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[C:10]1(=[O:16])[O:15][C:13](=[O:14])[CH:12]=[CH:11]1.C1(C)C=CC=CC=1>>[C:10]([O:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])(=[O:16])/[CH:11]=[CH:12]\[C:13]([O-:15])=[O:14].[C:10]([O-:15])(=[O:16])/[CH:11]=[CH:12]/[C:13]([O-:9])=[O:14]

Participants

4

Reactant 3

HCID 9571-OctanolHCID 1140TolueneHCID 7923Maleic Anhydride

Product 1

HCID 86739282HCID 86739282, compound

Procedure

A mixture of octan-1-ol (250 ml, 1.59 mole) and toluene (200 ml) was placed in a 1-liter round bottomed flask fitted with stirrer and condenser. Maleic anhydride (153 g, 1.56 mole) was added and the mixture was stirred under reflux for 2 hours. The toluene was evaporated in vacuo and the resulting oil diluted with 30/40 petroleum ether (1.5 liters). The mixture was filtered and left to crystallise at 4° C. Two crops of crystals were obtained, the total yield being 311 g (87%). The crystals had a melting point of 37° C. and infra-red peaks at 1725 cm-1 (C=O) and 1640 cm-1 (C=C).

Workup

  1. customwas placed in a 1-liter round bottomed flask
  2. customfitted with stirrer and condenser
  3. temperatureunder reflux for 2 hours
  4. customThe toluene was evaporated in vacuo
  5. additionthe resulting oil diluted with 30/40 petroleum ether (1.5 liters)
  6. filtrationThe mixture was filtered
  7. waitleft
  8. customto crystallise at 4° C
  9. customTwo crops of crystals were obtained
  10. customthe total yield

Sources & evidence

ORD record
ord-5c898dc27be34a32b83eeb9805b4f0db
Source dataset
uspto-grants-1984_02
Patent number
US04434091

Reaction notes

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