Potassium Carbonate → 5-Fluoro-2-(tetrahydro-thiopyran-4-yloxy)benzaldehyde

HRID 1095182Notes

Reaction equation

HRID 1095182 reaction equation
[F:1][C:2]1[CH:9]=[C:6]([CH:7]=[O:8])[C:5]([OH:10])=[CH:4][CH:3]=1.[S:11]1[CH2:16][CH2:15][CH:14](OS(C)(=O)=O)[CH2:13][CH2:12]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH:14]2[CH2:15][CH2:16][S:11][CH2:12][CH2:13]2)=[C:6]([CH:9]=1)[CH:7]=[O:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 27373285-FluorosalicylaldehydeHCID 124202654-(Methanesulfonyl)oxytetrahydrothiopyran

Product 1

HCID 577431825-Fluoro-2-(tetrahydro-thiopyran-4-yloxy)benzaldehyde

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a manner similar to the method described in Example 128a, 5-fluoro salicylaldehyde (Aldrich) reacted with methanesulfonic acid tetrahydro-thiopyran-4-yl ester prepared in Example 130a and potassium carbonate in dimethylformamide to give a solid. MS (H+), 241.

Workup

  1. customto give a solid

Sources & evidence

ORD record
ord-5d2bbcf707f34790b8e8bf82cddedefc
Source dataset
uspto-grants-2012_03
Patent number
US08134001B2

Reaction notes

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