1,4-Dioxane → HCID 59511773, compound

HRID 1157450Notes

Reaction equation

HRID 1157450 reaction equation
C[O:2][C:3](=[O:20])[C:4]1[CH:9]=[C:8]([O:10][CH2:11][C@@H:12]([CH3:15])[CH2:13][OH:14])[CH:7]=[CH:6][C:5]=1[NH:16]C(=O)C.O1CCOCC1>Cl>[NH2:16][C:5]1[CH:6]=[CH:7][C:8]([O:10][CH2:11][C@@H:12]([CH3:15])[CH2:13][OH:14])=[CH:9][C:4]=1[C:3]([OH:20])=[O:2]

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 68522646HCID 68522646, compound

Product 1

HCID 59511773HCID 59511773, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2-Acetylamino-5-[(S)-(+)-3-hydroxy-2-methylpropoxy]benzoic acid methyl ester (1.00 g, 3.6 mmol) prepared as in Procedure VII (Step a) was dissolved in 6 N HCl (aq.) (10 mL) and dioxane (5 mL) and heated at reflux temperature for 8 h. The mixture was then cooled and concentrated in vacuo giving 2-amino-5-[(S)-(+)-3-hydroxy-2-methylpropoxy]benzoic acid (936 mg, 3.6 mmol, 100%) as the hydrochloride salt.

Workup

  1. temperatureat reflux temperature for 8 h
  2. temperatureThe mixture was then cooled
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-03273d635de2425cabb1483fbe750c7f
Source dataset
uspto-grants-2010_10
Patent number
US07807686B2

Reaction notes

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