Trifluoroacetic acid → HCID 10038141, compound

HRID 258589Notes

Reaction equation

HRID 258589 reaction equation
[CH:1]1([CH3:20])[CH2:6][CH2:5][CH:4]([CH:7]([CH3:9])[CH3:8])[CH:3]([C:10]([O:12][CH:13]2[CH2:17][O:16]C(C)(C)O2)=[O:11])[CH2:2]1.[C:21](O)(C(F)(F)F)=[O:22]>>[CH:1]1([CH3:20])[CH2:6][CH2:5][CH:4]([CH:7]([CH3:8])[CH3:9])[CH:3]([C:10]([O:12][CH2:13][CH:17]([CH2:21][OH:22])[OH:16])=[O:11])[CH2:2]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68124980HCID 68124980, compound

Product 1

HCID 10038141HCID 10038141, compound

Procedure

4-(p-Menth-3-oyloxy)-2,2-dimethyl-1,3-dioxolan (3 g.) was stirred for 5 minutes at room temperature with 90% CF3COOH (15 ml.), and the CF3COOH removed in vacuo. The residual oil was stirred for 4 hours at room temperature with a solution of K2CO3 (7%) in water:methanol (2:5) (50 ml.). The methanol was removed on a rotary evaporator, water (30 ml.) added and the mixture extracted four times with ether. The combined extracts were dried (MgSO4). Removal of the ether left an oil which was distilled to yield 1-(p-menth-3-oyl)glycerol as a colourless liquid b.p. 135° /0.1 mm.

Workup

  1. customthe CF3COOH removed in vacuo
  2. customThe methanol was removed on a rotary evaporator, water (30 ml.)
  3. additionadded
  4. extractionthe mixture extracted four times with ether
  5. dry with materialThe combined extracts were dried (MgSO4)
  6. customRemoval of the ether
  7. waitleft an oil which
  8. distillationwas distilled

Sources & evidence

ORD record
ord-0cc8497c214546c5ba4ab2c0f6e4ea9a
Source dataset
uspto-grants-1977_07
Patent number
US04033994

Reaction notes

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