Water → HCID 178455765, compound

HRID 1674433Notes

Reaction equation

HRID 1674433 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:9].P([O-])([O-])([O-])=O.[K+].[K+].[K+].O.C1(C)C=CC=CC=1.CS(O[CH2:31][C@H:32]1[CH2:37][CH2:36][C@H:35]([C@H:38]2[CH2:43][CH2:42][C@H:41]([CH:44]=[CH2:45])[CH2:40][CH2:39]2)[CH2:34][CH2:33]1)(=O)=O>CN(C=O)C>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:9][CH2:31][C@H:32]1[CH2:37][CH2:36][C@H:35]([C@H:38]2[CH2:43][CH2:42][C@H:41]([CH:44]=[CH2:45])[CH2:40][CH2:39]2)[CH2:34][CH2:33]1

Participants

7

Reactant 5

HCID 962WaterHCID 1140TolueneHCID 62657Potassium Phosphate, TribasicHCID 808792,3-DifluorophenolHCID 178455773HCID 178455773, compound

Product 1

HCID 178455765HCID 178455765, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

In DMF, trans-4-(trans-4-vinylcyclohexyl)cyclohexylmethyl methanesulfonate was dissolved, and 2,3-difluorophenol and tripotassium phosphate were added thereto, and then stirred for 2 hours at 80 to 100° C. Water and toluene were added thereto, and the organic layer was fractioned. The resultant product was washed with water and saturated saline, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by column chromatography, to thereby obtain 2,3-difluoro-1-(trans-4-(trans-4-vinylcyclohexyl)cyclohexyl)methoxybenzene.

Workup

  1. washThe resultant product was washed with water and saturated saline
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-55d822642f25466f83a4b3ec3cde49a0
Source dataset
uspto-grants-2011_08
Patent number
US08003006B2

Reaction notes

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