Acetic Acid → 2,6-Diacetoxynaphthalene

HRID 1194594

Reaction equation

HRID 1194594 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([OH:12])[CH:8]=2)[CH:3]=1.[C:13](OC(=O)C)(=[O:15])[CH3:14].[C:20](O)(=[O:22])[CH3:21]>>[C:13]([O:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12][C:20](=[O:22])[CH3:21])[CH:8]=2)[CH:3]=1)(=[O:15])[CH3:14]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 935522,6-Dihydroxynaphthalene

Product 1

HCID 5949302,6-DiacetoxynaphthaleneYield 91.7%

Procedure

Thereafter, a mixture of 33.2 g (0.187 mole) of the thus obtained 2,6-dihydroxynaphthalene, 15.0 g of acetic acid and 44.9 g of acetic anhydride was stirred for 90 min in an oil bath kept at 140° C. After the reaction was over, the reaction mixture was cooled to room temperature and the thus precipitated crystals were collected by filtration, washed with acetic acid and dried to obtain 41.8 g of 2,6-diacetoxynaphthalene of white in color in a yield of 91.7%.

Workup

  1. customkept at 140° C
  2. filtrationthe thus precipitated crystals were collected by filtration
  3. washwashed with acetic acid
  4. customdried

Sources & evidence

ORD record
ord-a35b8b79b62442b49115615029a110fb
Source dataset
uspto-grants-1989_03
Patent number
US04814521

Linked notes

Loading…