Water → HCID 13987268, compound

HRID 1445950Notes

Reaction equation

HRID 1445950 reaction equation
[CH3:1][O:2][C:3]1[CH2:7][O:6][C:5](=[O:8])[CH:4]=1.[F:9][C:10]([F:20])([F:19])[C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH:13]=[O:14].O.[OH-].[Li+].O>C(#N)C>[OH:14][CH:13]([C:12]1[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=1[C:10]([F:9])([F:19])[F:20])[CH:7]1[O:6][C:5](=[O:8])[CH:4]=[C:3]1[O:2][CH3:1]

Participants

6

Reactant 4

HCID 962WaterHCID 123067o-(Trifluoromethyl)benzaldehydeHCID 168937Lithium hydroxide, monohydrateHCID 6434774-Methoxy-2(5H)-furanone

Product 1

HCID 13987268HCID 13987268, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 4-methoxy-5H-furan-2-one (2.00 g, 17.5 mmol), 2-(trifluoromethyl)-benzaldehyde (3.05 g, 17.5 mmol) and lithium hydroxide monohydrate (0.148 g, 3.53 mmol) in acetonitrile is stirred at room temperature for 0.5 h, treated with water, stirred for 0.5 h and concentrated in vacuo. The resultant residue is diluted with water and filtered. The filtercake is dried in vacuo to give the title product as a white solid, 3.00 g (59% yield), mp 126-128° C., identified by NMR and mass spectral analyses.

Workup

  1. stirringstirred for 0.5 h
  2. concentrationconcentrated in vacuo
  3. additionThe resultant residue is diluted with water
  4. filtrationfiltered
  5. customThe filtercake is dried in vacuo

Sources & evidence

ORD record
ord-cdd45d1aa52244abbaa1e5869ae3f223
Source dataset
uspto-grants-2010_02
Patent number
US07666904B2

Reaction notes

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