Methanol → HCID 89725996, compound

HRID 592089Notes

Reaction equation

HRID 592089 reaction equation
FC(F)(F)[C:3]([N:5]1[CH2:10][CH2:9][CH:8]([O:11][C:12]2[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=2)[CH:15]=[O:16])[CH2:7][CH2:6]1)=O.[CH2:22]1OC1C.[CH3:26][OH:27]>>[OH:27][CH:26]([CH3:22])[CH2:3][N:5]1[CH2:10][CH2:9][CH:8]([O:11][C:12]2[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=2)[CH:15]=[O:16])[CH2:7][CH2:6]1

Participants

4

Reactant 3

HCID 887MethanolHCID 6378Propylene OxideHCID 89726233HCID 89726233, compound

Product 1

HCID 89725996HCID 89725996, compoundYield 78%

Conditions

Temperature
70 °C

Procedure

3-(1-(2,2,2-trifluoroacetyl)piperidin-4-yloxy)benzaldehyde (62) (1 eq) was taken in MeOH to which propylene oxide (4 eq) was added and the reaction mixture was heated in a sealed tube at 70° C. for 8 h when LCMS showed completion of reaction. The reaction mixture was concentrated and purified by column chromatography using silica gel (100-200 mesh) to afford the pure product as a colorless oil.

Workup

  1. additionwas added
  2. customcompletion of reaction
  3. concentrationThe reaction mixture was concentrated
  4. custompurified by column chromatography

Sources & evidence

ORD record
ord-7db9488e0d204d6292b1cfb676491485
Source dataset
uspto-grants-2016_01
Patent number
US09238656B2

Reaction notes

Loading…