2,2,2-Trifluoroethanol → 2-Tetrahydropyran-2-yloxyethyl 2,2,2-trifluoroethyl ether

HRID 582086Notes

Reaction equation

HRID 582086 reaction equation
[OH:1][CH2:2][CH2:3][O:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][O:6]1.[F:11][C:12]([F:16])([F:15])[CH2:13]O.C(P(CCCC)CCCC)CCC>C1C=CC=CC=1>[F:11][C:12]([F:16])([F:15])[CH2:13][O:1][CH2:2][CH2:3][O:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][O:6]1

Participants

5

Reactant 3

HCID 64092,2,2-TrifluoroethanolHCID 13831TributylphosphineHCID 41668332-(Oxan-2-yloxy)ethan-1-ol

Product 1

HCID 184646842-Tetrahydropyran-2-yloxyethyl 2,2,2-trifluoroethyl ether

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

According to the procedure of Tet. Let., 35, 5997-6000 (1994), combine 1-hydroxy-2-tetrahydropyran-2-yloxyethane (J. Chem. Soc. Chem. Commun., 1766 (1990)) (5.0 mmol), 1,1-diethylazodicarboxylate (10 mmol), 2,2,2-trifluoroethanol (100 mmol), and tributylphosphine (10 mmol) in benzene (100 mL). After 6 hours, concentrate intuacuo to give a residue. Chromatograph on silica gel to give 2-tetrahydropyran-2-yloxyethyl 2,2,2-trifluoroethyl ether.

Workup

  1. concentrationconcentrate intuacuo
  2. customto give a residue

Sources & evidence

ORD record
ord-678f3aa7a42244c4a7e3e6380596cf01
Source dataset
uspto-grants-1999_07
Patent number
US05922737

Reaction notes

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