2-Methylfuran → 1-Methyl-2,3-bis(trifluoromethyl)-7-oxabicyclo[2.2.1]hepta-2,5-diene

HRID 1815515Notes

Reaction equation

HRID 1815515 reaction equation
[F:1][C:2]([F:10])([F:9])[C:3]#[C:4][C:5]([F:8])([F:7])[F:6].[CH3:11][C:12]1[O:13][CH:14]=[CH:15][CH:16]=1>>[CH3:11][C:12]12[O:13][CH:14]([CH:15]=[CH:16]1)[C:3]([C:2]([F:10])([F:9])[F:1])=[C:4]2[C:5]([F:8])([F:7])[F:6]

Participants

3

Reactant 2

HCID 107972-Methylfuran2×HCID 69654Hexafluoro-2-butyne

Product 1

HCID 132944641-Methyl-2,3-bis(trifluoromethyl)-7-oxabicyclo[2.2.1]hepta-2,5-dieneYield 92%

Conditions

Temperature
120 °C

Procedure

Hexafluoro-2-butyne (21.0 g, 0.13 mol) was transferred into a reaction bottle and treated with 2-methylfuran (12.86 g, 0.157 mol). This resulting mixture bottle was sealed and heated for 15 hours at 120° C. After cooling, the excess 2-methylfuran was rotoevaporated in vacuo at room temperature, to give the crude title product (29 g, 92%), which was used directly.

Workup

  1. customThis resulting mixture bottle was sealed
  2. temperatureAfter cooling
  3. customwas rotoevaporated in vacuo at room temperature

Sources & evidence

ORD record
ord-367aae613d264de6b226f8a68db6c67e
Source dataset
uspto-grants-2005_04
Patent number
US06878700B1

Reaction notes

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