Hydrochloric Acid → HCID 118222047, compound

HRID 523636Notes

Reaction equation

HRID 523636 reaction equation
[CH:1]1([O:4][C:5]2[CH:14]=[CH:13][C:8]([C:9]([O:11]C)=[O:10])=[CH:7][C:6]=2[S:15]([N:18]2[CH2:24][CH:23]([OH:25])[CH2:22][O:21][CH2:20][CH2:19]2)(=[O:17])=[O:16])[CH2:3][CH2:2]1.Cl>C1COCC1.O>[CH:1]1([O:4][C:5]2[CH:14]=[CH:13][C:8]([C:9]([OH:11])=[O:10])=[CH:7][C:6]=2[S:15]([N:18]2[CH2:24][CH:23]([OH:25])[CH2:22][O:21][CH2:20][CH2:19]2)(=[O:16])=[O:17])[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 118222051HCID 118222051, compound

Product 1

HCID 118222047HCID 118222047, compoundYield 85.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 4-(cyclopropoxy)-3-[(6-hydroxy-1,4-oxazepan-4-yl)sulfonyl]benzoate (620.00 mg, 1.67 mmol, 1.00 eq) in THF (5.00 mL) and H2O (1.00 mL). The formed mixture was stirred at 50° C. for 3 hr. The reaction mixture was neutralized with 1N HCl solution and extracted with EA, the combined organic layer was dried over Na2SO4, concentrated to afford crude product 4-(cyclopropoxy)-3-[(6-hydroxy-1,4-oxazepan-4-yl)sulfonyl]benzoic acid (510.00 mg, 1.43 mmol, 85.45% yield) as white solid.

Workup

  1. extractionextracted with EA
  2. dry with materialthe combined organic layer was dried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-e306099edab34db5bc1e7f2753b28669
Source dataset
uspto-grants-2016_05
Patent number
US09339510B2

Reaction notes

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