Hydrochloric Acid → HCID 66962353, compound

HRID 1360353Notes

Reaction equation

HRID 1360353 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:22][CH2:23][O:24][CH3:25])[C:9]1[CH:21]=[CH:20][C:12]([C:13]([O:15]CCOC)=[O:14])=[CH:11][CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl>CO>[C:1]([O:5][C:6]([N:8]([CH2:22][CH2:23][O:24][CH3:25])[C:9]1[CH:10]=[CH:11][C:12]([C:13]([OH:15])=[O:14])=[CH:20][CH:21]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66962301HCID 66962301, compound2×

Product 1

HCID 66962353HCID 66962353, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To 2-methoxy-ethyl 4-[tert-butoxycarbonyl-(2-methoxyethyl)-amino]-benzoate (compound E6) (1.37 g, 3.9 mmol) in methanol (60 mL) is added aqueous 2N NaOH (30 mL, 60 mmol) and the solution is stirred 16 h at ambient temperature. By using an aqueous 2N hydrochloric acid solution the pH is adjusted to 4, methanol is evaporated and the water phase is extracted with CH2Cl2 (4×15 mL). After drying (MgSO4) and evaporation the crude product is transferred to the next step without any further purification.

Workup

  1. customis evaporated
  2. extractionthe water phase is extracted with CH2Cl2 (4×15 mL)
  3. customAfter drying
  4. custom(MgSO4) and evaporation the crude product
  5. customis transferred to the next step without any further purification

Sources & evidence

ORD record
ord-7bdfa4eab2484f12a7990c0a17bce9e2
Source dataset
uspto-grants-2011_02
Patent number
US07879853B2

Reaction notes

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