2,2,2-Trifluoroethanol → 2-(2,2,2-Trifluoroethoxy)ethan-1-ol

HRID 1816673Notes

Reaction equation

HRID 1816673 reaction equation
[F:1][C:2]([F:6])([F:5])[CH2:3][OH:4].C1(=O)O[CH2:10][CH2:9][O:8]1>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.C(N(CC)CC)C>[F:1][C:2]([F:6])([F:5])[CH2:3][O:4][CH2:10][CH2:9][OH:8]

Participants

5

Reactant 2

HCID 64092,2,2-TrifluoroethanolHCID 7303Ethylene carbonate

Product 1

HCID 2558542-(2,2,2-Trifluoroethoxy)ethan-1-olYield 71%

Reagents, catalysts & solvents 2

HCID 67553Tetrabutylammonium IodideCatalystHCID 8471TriethylamineSolvent

Conditions

Temperature
100 °C

Procedure

2,2,2-Trifluoroethanol (24.0 g), triethylamine (24.0 g), tetrabutylammonium iodide (1.7 g), and ethylene carbonate (30.5 g) were mixed, and the mixture was heated at 100° C. (internal temperature) and stirred for 36 hours. The reaction mixture was concentrated under reduced pressure at room temperature, and then subjected by distillation (67° C., 30 mmHg), whereby 2-(2,2,2-trifluoroethoxy)ethanol was obtained (24.7 g, yield: 71%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure at room temperature
  2. distillationsubjected by distillation (67° C., 30 mmHg)

Sources & evidence

ORD record
ord-a91a3ac1ad844d2789a1c55ecae237bd
Source dataset
uspto-grants-2005_04
Patent number
US06884810B2

Reaction notes

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