Water → HCID 22482805, compound

HRID 751561Notes

Reaction equation

HRID 751561 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH2:7][CH2:6][CH:5]2O.O>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH2:7][CH:6]=[CH:5]2

Participants

4

Reactant 2

HCID 962WaterHCID 11768945HCID 11768945, compound

Product 1

HCID 22482805HCID 22482805, compoundYield 58.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6-Fluorochroman-4-ol (8 g, 48 mmol) and toluene-4-sulphonic acidn (1 g) were dissolved in toluene and refluxed over-night with subsequent water removal. The mixture was then cooled and washed with NaHCO3 (aq) and purified by chromatography (silica gel, n-hexane) to give 4.2 g (52%) of pure 6-fluoro-2H-chromene.

Workup

  1. temperatureThe mixture was then cooled
  2. washwashed with NaHCO3 (aq)
  3. custompurified by chromatography (silica gel, n-hexane)

Sources & evidence

ORD record
ord-751b6c69702f43e4a75192feda8c9bea
Source dataset
uspto-grants-2008_07
Patent number
US07405310B2

Reaction notes

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