Lithium Hydroxide → HCID 22236081, compound

HRID 1744150Notes

Reaction equation

HRID 1744150 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH:9]([CH2:15][C:16]2([CH3:19])[CH2:18][CH2:17]2)[C:10]([O:12]CC)=[O:11])=[CH:4][CH:3]=1.[Li+].[OH-]>CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH:9]([CH2:15][C:16]2([CH3:19])[CH2:17][CH2:18]2)[C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 22236208HCID 22236208, compound

Product 1

HCID 22236081HCID 22236081, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To an ice cold solution of ethyl 2-[(4-bromophenyl)thio]-3-(1-methylcyclopropyl)propanoate (457 mg, 1.3 mmol) in TBF (8 mL) and MeOH (3 mL) was added a 1.0 N aq. solution of LiOH (2 mL, 2.0 mmol) dropwise. The resulting mixture was stirred at room temperature for 18 h and partitioned between EtOAc and water+1.0 N HCl (5 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo to give 2-[(4-bromophenyl)thio]-3-(1-methylcyclopropyl)propanoic acid.

Workup

  1. custompartitioned between EtOAc and water+1.0 N HCl (5 mL)
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-673b05dca2024e0eb93f9b87dfc3b59a
Source dataset
uspto-grants-2006_03
Patent number
US07012075B2

Reaction notes

Loading…