Furfuryl Alcohol → Furfuryl acetate

HRID 436282Notes

Reaction equation

HRID 436282 reaction equation
C(N(CCCC)CCCC)CCC.[CH2:14]([OH:20])[C:15]1[O:19][CH:18]=[CH:17][CH:16]=1.[C:21](OC(=O)C)(=[O:23])[CH3:22]>>[C:21]([O:20][CH2:14][C:15]1[O:19][CH:18]=[CH:17][CH:16]=1)(=[O:23])[CH3:22]

Participants

4

Reactant 3

HCID 7361Furfuryl AlcoholHCID 7622TributylamineHCID 7918Acetic Anhydride

Product 1

HCID 12170Furfuryl acetateYield 98.2%

Procedure

First 111.2 g (0.600 mole) tributyl amine and then 196.2 g (2.00 mole) distilled furfuryl alcohol were added to 224.6 g (2.20 mole) acetic anhydride. The temperature was allowed to rise to 35° C and was maintained at that for 5 hours. The mixture weighed 528.7 g and its concentration was 52.05%, i.e., the yield was 98.2%. The crude product was washed 3 times with 200 ml water. 5 ml HCl had been added to the second washing water. 264.7 g furfuryl acetate was obtained and its concentration was 95.6%, i.e., the yield was 90.3%.

Workup

  1. customto rise to 35° C
  2. temperaturewas maintained at that for 5 hours
  3. washThe crude product was washed 3 times with 200 ml water
  4. addition5 ml HCl had been added to the
  5. washsecond washing water

Sources & evidence

ORD record
ord-30c1986b622c4377a0e8f3bed6f8a7a2
Source dataset
uspto-grants-1977_02
Patent number
US04008256

Reaction notes

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