HCID 22282607, compound → HCID 22282614, compound

HRID 2085340Notes

Reaction equation

HRID 2085340 reaction equation
[O:1]=[S:2]1(=[O:22])[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5]([C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=2)=[CH:4][CH2:3]1>CO>[O:1]=[S:2]1(=[O:22])[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH:5]([C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=2)[CH2:4][CH2:3]1

Participants

3

Reactant 1

HCID 22282607HCID 22282607, compound

Product 1

HCID 22282614HCID 22282614, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-(1,1-dioxido-2H-1-benzothiopyran-4-yl)benzoate from reaction 33c (0.64 g, 2.13 mmol) was dissolved in methanol (30 mL), degassed with nitrogen, 5% Pd/C was added and the reaction was charged to 55 PSI hydrogen. The reaction was shaken for 6 h. The catalyst was removed over Celite and the filtrate was concentrated to give methyl 4-(1,1-dioxido-3,4-dihydro-2H-1-benzothiopyran-4-yl)benzoate (0.49 g, 73%) as a solid.

Workup

  1. customdegassed with nitrogen, 5% Pd/C
  2. additionwas added
  3. additionthe reaction was charged to 55 PSI hydrogen
  4. customThe catalyst was removed over Celite
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-6df677ffe69641eca8ee55a9d9515fa8
Source dataset
uspto-grants-2004_04
Patent number
US06720329B2

Reaction notes

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