Hydrochloric Acid → HCID 66639173, compound

HRID 1094450Notes

Reaction equation

HRID 1094450 reaction equation
C([O:3][C:4](=[O:23])[CH:5]([NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:6][C:7]1[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][C:8]=1[F:14])C.[OH-].[Li+].Cl>C1COCC1.CO.O>[C:19]([O:18][C:16]([NH:15][CH:5]([CH2:6][C:7]1[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][C:8]=1[F:14])[C:4]([OH:23])=[O:3])=[O:17])([CH3:22])([CH3:21])[CH3:20]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 66639090HCID 66639090, compound

Product 1

HCID 66639173HCID 66639173, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-tert-butoxycarbonylamino-3-(2-fluoro-5-methylphenyl)-propionic acid ethyl ester (7.7 g, 24 mmol) in 60 mL of THF and 60 mL of MeOH is added lithium hydroxide (1.5 g, 35.6 mmol) in H2O (15 mL). The reaction is stirred at room temperature for 1.5 hr after which time 1M HCl is added until the mixture reaches pH 4. The product is extracted into dichloromethane and the combine the organic layers are dried over MgSO4, filtered, and concentrated to give the title compound.

Workup

  1. additionis added until the mixture
  2. extractionThe product is extracted into dichloromethane
  3. dry with materialthe combine the organic layers are dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a6a4a447bb684accb913b2c4dbc2a199
Source dataset
uspto-grants-2012_03
Patent number
US08133907B2

Reaction notes

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