Triacetoxyperiodinane → HCID 59540695, compound

HRID 1677409Notes

Reaction equation

HRID 1677409 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]([CH3:10])([C:6]([F:9])([F:8])[F:7])[CH2:4][OH:5].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>>[F:1][C:2]([F:11])([F:12])[C:3]([CH3:10])([C:6]([F:7])([F:9])[F:8])[CH:4]=[O:5]

Participants

3

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 27361852,2-Bis(trifluoromethyl)propanol

Product 1

HCID 59540695HCID 59540695, compound

Conditions

Temperature
100 °C

Procedure

3,3,3-Trifluoro-2-methyl-2-trifluoromethyl-propan-1-ol, 1 gm, 5.1 mM, and Dess-Martin Periodinane, 4.3 gm, 10.2 mM, 2 eq. was added to ten ml of 1,1,1,3 tetrachloroethane and the mixture stirred for several hours. A short path distillation head was added and the receiver flask was cooled in dry ice-acetone bath. The mixture was heated to 100° C. and the pressure lowered to 180 Ton. The desired product 3,3,3-Trifluoro-2-methyl-2-trifluoromethyl-propionaldehyde condensed in the receiver flask and was used without further purification in the above reaction.

Workup

  1. distillationA short path distillation head
  2. additionwas added
  3. temperaturethe receiver flask was cooled in dry ice-acetone bath
  4. customThe desired product 3,3,3-Trifluoro-2-methyl-2-trifluoromethyl-propionaldehyde condensed in the receiver flask
  5. customwas used without further purification in the above reaction

Sources & evidence

ORD record
ord-e704309765e7428b8be03d1f1c6a7df3
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Reaction notes

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