Cyclobutanone → HCID 67126773, compound

HRID 1035952Notes

Reaction equation

HRID 1035952 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:18]([NH2:21])(=[O:20])=[O:19])[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)([O-:3])=[O:2].[C:22]1(=[O:26])[CH2:25][CH2:24]C1.C([BH3-])#N.[Na+]>CO>[N+:1]([C:4]1[CH:5]=[C:6]([S:18]([NH2:21])(=[O:19])=[O:20])[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH:12]1[CH2:13][CH2:14][N:15]([CH:25]2[CH2:22][O:26][CH2:24]2)[CH2:16][CH2:17]1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 14496CyclobutanoneHCID 5003444Sodium cyanoborohydrideHCID 62349516HCID 62349516, compound

Product 1

HCID 67126773HCID 67126773, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 3-nitro-4-(piperidin-4-ylmethoxy)benzenesulfonamide (0.100 g) and cyclobutanone (0.030 g) in methanol (1 mL) was added sodium cyanoborohydride (0.027 g). After stirring overnight, the reaction was quenched with saturated NaHCO3 (5 mL) and extracted into dichloromethane (2×10 mL). The organic layer was dried over magnesium sulfate, filtered, and concentrated to give the title compound.

Workup

  1. customthe reaction was quenched with saturated NaHCO3 (5 mL)
  2. extractionextracted into dichloromethane (2×10 mL)
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-55394a2df2d34b1187c9473fcca10eb9
Source dataset
uspto-grants-2013_10
Patent number
US08546399B2

Reaction notes

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