1-Naphthyl acetate → 1-Naphthol

HRID 426882Notes

Reaction equation

HRID 426882 reaction equation
[C:1]([O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2]>O>[C:5]1([OH:4])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1.[C:1]([O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 132471-Naphthyl acetate

Product 2

HCID 70051-NaphtholYield 86.5%HCID 132471-Naphthyl acetate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
200 °C

Procedure

201 parts of α-naphthyl acetate and 45 parts of water are introduced into a stirred autoclave, the mixture is heated to 200° C., whilst stirring, resulting in an autogenous pressure of 15 bars. After 75 minutes at 200° C., the emulsion formed changes to a clear solution. After 6 hours at 200° C., the mixture is distilled. 134.5 parts of α-naphthol (86.5% of theory) of boiling point 130° C./13 mbar, 3 parts of naphthyl acetate and 9.5 parts of residue are obtained.

Workup

  1. customresulting in an autogenous pressure of 15 bars
  2. customthe emulsion formed changes to a clear solution
  3. waitAfter 6 hours at 200° C.
  4. distillationthe mixture is distilled

Sources & evidence

ORD record
ord-49cc8431cb854a72995895c0ee430d45
Source dataset
uspto-grants-1979_10
Patent number
US04171459

Reaction notes

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