Tetrahydrofuran → HCID 69882606, compound

HRID 2119676Notes

Reaction equation

HRID 2119676 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([NH:6][CH2:7][C:8]([C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[C:12]([CH3:20])[CH:11]=2)=[O:9])=[CH:4][CH:3]=1.[CH2:23](Cl)[C:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=O.C1C[O:36]CC1>O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:6]([CH2:7][C:8]([C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[C:12]([CH3:20])[CH:11]=2)=[O:9])[C:23](=[O:36])[CH2:24][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 107572-ChloroacetophenoneHCID 23442913HCID 23442913, compound

Product 1

HCID 69882606HCID 69882606, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 2-(4-fluoroanilino)-1-(3-methyl-4-methylsulfonylphenyl)-1-ethanone (1.5 g, 4.67 mmol) (obtained in preparation 19) in anhydrous THF (15 ml) was added phenacylchloride (0.722 g, 0.62 mmol) very slowly under nitrogen atmosphere at 25° C. The mixture was stirred for 2 h and diluted with water (25 ml). The solid separated was filtered, washed with water (2×15 ml) followed by petroleum ether (2×5 ml) and dried under vacuum to give 1.6 g of the title compound in 78% yield.

Workup

  1. customThe solid separated
  2. filtrationwas filtered
  3. washwashed with water (2×15 ml)
  4. customdried under vacuum

Sources & evidence

ORD record
ord-2662345401624e2db4c1e98a9c200ab3
Source dataset
uspto-grants-2004_02
Patent number
US06686390B2

Reaction notes

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