Sulfamic Acid → 3-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoic Acid

HRID 2242059Notes

Reaction equation

HRID 2242059 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=2[O:14][CH:15]([F:17])[F:16])[CH:9]=[O:10])[CH2:3][CH2:2]1.S(=O)(=O)([OH:20])N.Cl([O-])=O.[Na+]>C(O)(=O)C.O>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=2[O:14][CH:15]([F:16])[F:17])[C:9]([OH:20])=[O:10])[CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 5987Sulfamic AcidHCID 189736983-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzaldehydeHCID 23668197Sodium Chlorite

Product 1

HCID 23940063-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoic AcidYield 97%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

3-cyclopropylmethoxy-4-difluoromethoxybenzaldehyde (12 g, 50 mmol) and sulfamic acid (7.3 g, 75 mmol) were dissolved in glacial acetic acid (50 ml) and the solution added with a solution of sodium chlorite (8.2 g, 75 mmol) in water (15 ml). The reaction mixture was stirred at room temperature for 1 hr then water (300 ml) was added so obtaining the precipitation of a solid that was filtered and dried at 40° C. under vacuum (12 g, 48 mmol, 97% yield).

Workup

  1. customobtaining
  2. customthe precipitation of a solid
  3. filtrationthat was filtered
  4. customdried at 40° C. under vacuum (12 g, 48 mmol, 97% yield)

Sources & evidence

ORD record
ord-5f7f846c9ecd4d31aa8f0c5010e9d294
Source dataset
uspto-grants-2010_03
Patent number
US07671066B2

Reaction notes

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