1-Octanol → HCID 14618607, compound

HRID 329578Notes

Reaction equation

HRID 329578 reaction equation
[C:1]1([C:11]([OH:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:14](O)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21].OS(O)(=O)=O>O>[CH2:14]([O:12][C:11]([C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)=[O:13])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 3

HCID 9571-OctanolHCID 1118Sulfuric Acid2×HCID 68471-Naphthoic acid2×

Product 1

HCID 14618607HCID 14618607, compoundYield 80.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

One mol (172 g) of α-naphthoic acid, 1.5 mol (195 g) of octyl alcohol and 3 ml of conc. H2SO4 were charged into a four-necked flask, and the whole was heated to 120° C. under agitation for 5 hours in a nitrogen atmosphere. After the end of the reaction, the resulting reaction mixture was cooled, freed from the water, sulfuric acid, unreacted naphthoic acid and alcohol by the use of a separating funnel and then distilled under a reduced pressure to obtain 230 g of octyl-1-naphthoate having a boiling point of 200°-202° C./4 mmHg.

Workup

  1. customAfter the end of the reaction
  2. customthe resulting reaction mixture
  3. temperaturewas cooled
  4. distillationdistilled under a reduced pressure

Sources & evidence

ORD record
ord-df85f5e79f434543862a8a4f3a39580d
Source dataset
uspto-grants-1990_01
Patent number
US04892680

Reaction notes

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