2-Furancarboxylic acid → HCID 20390405, compound

HRID 426573Notes

Reaction equation

HRID 426573 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8]O)[CH3:2].[O:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[C:15]([OH:17])=[O:16].CCCCCCCC(O[Sn](OC(CCCCCCC)=O)(CCCC)CCCC)=O>C1(C)C(C)=CC=CC=1>[O:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[C:15]([O:17][CH2:2][CH2:1][O:3][CH2:4][CH2:5][O:6][CH2:7][CH3:8])=[O:16]

Participants

5

Reactant 3

HCID 69192-Furancarboxylic acidHCID 8146Diethylene Glycol Monoethyl Ether2×HCID 16683953Dibutyltin dioctanoate

Product 1

HCID 20390405HCID 20390405, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

2-(2-Ethoxyethoxy) ethanol, carbitol solvent, 129 g (0.96 m), 90 g (0.8 m) furoic acid and 1 g dibutyltin dioctoate were heated with xylene to remove water by azeotropic distillation to acid number 1.4. Zylene removed by distillation at a pot temperature of 200° and product distilled. Carbitol furoate was collected in fraction 2, 121°-125°, 91% carbitol furoate by gc. Yield of carbitol furoate 144 g, 79%.

Workup

  1. customto remove water
  2. distillationby azeotropic distillation to acid number 1.4
  3. customZylene removed by distillation at a pot temperature of 200° and product
  4. distillationdistilled
  5. customCarbitol furoate was collected in fraction 2, 121°-125°, 91% carbitol furoate by gc

Sources & evidence

ORD record
ord-1f23115e64c54561b45da635ea8c8edb
Source dataset
uspto-grants-1979_10
Patent number
US04170584

Reaction notes

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