Benzene → HCID 20032377, compound

HRID 231391Notes

Reaction equation

HRID 231391 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[C:8]1([O:18][CH2:19][CH2:20][OH:21])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][CH:9]=1.[CH:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>S(=O)(=O)(O)O.O>[C:8]1([O:18][CH2:19][CH2:20][O:21][C:4](=[O:5])[CH2:3][CH2:2][C:1]([O:6][CH2:9][CH2:8][O:18][C:22]2[C:27]3[C:26](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:25]=[CH:24][CH:23]=2)=[O:7])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][CH:9]=1

Participants

6

Reactant 3

HCID 241BenzeneHCID 7922Succinic anhydrideHCID 69734Ethanol, 2-(1-naphthalenyloxy)-

Product 1

HCID 20032377HCID 20032377, compoundYield 74.7%

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 962WaterSolvent

Procedure

50 g (0.5 mole) of succinic anhydride, 188 g (1 mole) of β-naphthoxy-ethanol and 10 drops of concentrated sulfuric acid are added to 300 ml of dry benzene. The reaction mixture is stirred and refluxed for 8 hours under a Marcusson water separator. The mixture is allowed to cool, the separated product is filtered off by suction, washed with water, then three times with an aqueous sodium carbonate solution, and finally with water again. The product is dried at room temperature. 171 g (74.7%) of the title compound are obtained.

Workup

  1. temperatureto cool
  2. filtrationthe separated product is filtered off by suction
  3. washwashed with water
  4. customThe product is dried at room temperature

Sources & evidence

ORD record
ord-ca8da8b78dd64d9bbe0dbfb7c16a68d0
Source dataset
uspto-grants-1989_07
Patent number
US04846883

Reaction notes

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