Acetic Anhydride → HCID 23046886, compound

HRID 2292312Notes

Reaction equation

HRID 2292312 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12][C:13](=[O:17])[CH:14]([CH3:16])[CH3:15])[CH:8]=2)[CH:3]=1.C(OC(=O)C)(=[O:20])C.[Br-].[NH4+]>O.O.O.O.C([O-])(=O)C.[Co+2].C([O-])(=O)C.C(O)(=O)C>[C:13]([O:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[CH:3]=[C:2]([CH:1]=[O:20])[CH:11]=[CH:10]2)(=[O:17])[CH:14]([CH3:15])[CH3:16]

Participants

6

Reactant 3

HCID 7918Acetic AnhydrideHCID 25514Ammonium BromideHCID 230468876-Methylnaphthalen-2-yl 2-methylpropanoate

Product 1

HCID 23046886HCID 23046886, compound

Reagents, catalysts & solvents 2

HCID 61372Cobalt(II) acetate tetrahydrateCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
150 °C

Procedure

The same reactor as used in the second half of Example 1 was charged with 30 parts of the 2-methyl-6-isobutyryloxynaphthalene, 80 parts of acetic acid, 20 parts of acetic anhydride, 1.87 parts (Co=4425 wt. ppm), of cobalt acetate tetrahydrate, and 1.08 parts (Br=8813 wt. ppm) of ammonium bromide, and pressurized to 10 kg/cm2 -G. The mixture was heated to 150° C., and air was introduced into the reactor at a rate of 10 Nl/hr. The reaction was terminated when the absorption of oxygen ceased. The reaction time was 2.4 hours. The reaction mixture was cooled, and the contents were withdrawn and analyzed. The conversion of 2-methyl-6-isobutyryloxynaphthalene was 100 mole%, and 65.0 mole% (selectivity 65.0 mole%) of 6-isobutyryloxy-2-naphthoic acid. At this time, 21.0 mole% of 6-isobutyryloxy-2-naphthaldehyde formed.

Workup

  1. customThe reaction was terminated when
  2. customthe absorption of oxygen
  3. temperatureThe reaction mixture was cooled
  4. customthe contents were withdrawn

Sources & evidence

ORD record
ord-98a2d0033fe7418889455f1345ae06e3
Source dataset
uspto-grants-1989_01
Patent number
US04801737

Reaction notes

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