Water → HCID 10105603, compound

HRID 1723346Notes

Reaction equation

HRID 1723346 reaction equation
F[C:2](F)(F)[C:3](OC(=O)C(F)(F)F)=[O:4].[C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]1[O:24][CH:25]=[CH:26][CH:27]=1)(=[O:16])[CH3:15].O>C(O)(=O)C>[C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]1[O:24][C:25]([C:3](=[O:4])[CH3:2])=[CH:26][CH:27]=1)(=[O:16])[CH3:15]

Participants

5

Reactant 3

HCID 962WaterHCID 9845Trifluoroacetic anhydrideHCID 145517215-(2-Furanyl)pentanol acetate

Product 1

HCID 10105603HCID 10105603, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a mixture of 100 ml of trifluoroacetic anhydride and 100 ml of glacial acetic acid was added 89 g of 5-(2-furanyl)pentanol acetate in 100 ml of acetic acid. The reaction mixture was allowed to stand at room temperature for about 16 hours, then poured into water and extracted with methylene dichloride. The extracts were concentrated and the residue distilled to give 60.6 g of 5-(5-acetyl-2-furanyl)pentanol acetate, b.p. 120°-123° C. (0.05 mm).

Workup

  1. extractionextracted with methylene dichloride
  2. concentrationThe extracts were concentrated
  3. distillationthe residue distilled

Sources & evidence

ORD record
ord-64a47ddc94c24c5ca2ebdb26b1e3708f
Source dataset
uspto-grants-1989_08
Patent number
US04861791

Reaction notes

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