Sulfamic Acid → HCID 57541964, compound

HRID 2422235Notes

Reaction equation

HRID 2422235 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][O:16][C:17]3[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][C:25]([O:27][CH3:28])=[O:26])=[CH:19][CH:18]=3)[CH:10]=2)[CH:6]=[CH:7][CH:8]=1)=[O:2].S(=O)(=O)([OH:31])N.Cl([O-])=O.[Na+]>O1CCCC1.O>[CH3:28][O:27][C:25]([CH2:24][CH2:23][C:20]1[CH:19]=[CH:18][C:17]([O:16][CH2:15][C:11]2[CH:10]=[C:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([C:1]([OH:31])=[O:2])[CH:4]=3)[CH:14]=[CH:13][CH:12]=2)=[CH:22][CH:21]=1)=[O:26]

Participants

6

Reactant 3

HCID 5987Sulfamic AcidHCID 23668197Sodium ChloriteHCID 57541970HCID 57541970, compound

Product 1

HCID 57541964HCID 57541964, compoundYield 98.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent3×HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 4-[(3′-formyl-[1,1′-biphenyl]-3-yl) methoxy]benzenepropanoate (0.48 g, 1.3 mmol) in tetrahydrofuran (5 mL) and water (2 mL) was added sulfamic acid (0.15 g, 1.3 mmol), and a solution of sodium chlorite (0.17 g, 1.5 mmol) in water (1.5 mL) was added. The mixture was stirred at room temperature for 15 hrs., and water was added. The mixture was extracted with ethyl acetate. The extract was washed with water and concentrated under reduced pressure to give the title compound 0.50 g (quantitative).

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4609ecf6106f487ea98054008df54993
Source dataset
uspto-grants-2011_06
Patent number
US07960369B2

Reaction notes

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