Lithium Hydroxide → HCID 89455321, compound

HRID 1776629Notes

Reaction equation

HRID 1776629 reaction equation
[C:1]([O:5][C:6]([N:8]([C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][C:21]([O:23]C)=[O:22])=[CH:15][CH:14]=1)[S:9]([CH3:12])(=[O:11])=[O:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-]>C1COCC1.Cl>[C:1]([O:5][C:6]([N:8]([C:13]1[CH:14]=[CH:15][C:16]([CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[CH:17][CH:18]=1)[S:9]([CH3:12])(=[O:11])=[O:10])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 89460014HCID 89460014, compound

Product 1

HCID 89455321HCID 89455321, compoundYield 84.7%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

Methyl 3-(4-(N-(tert-butoxycarbonyl)methylsulfonamido)phenyl)propanoate (300 mg, 0.86 mmol) was dissolved in THF (3 ml), then LiOH 1N (2 ml) was added, and the mixture was stirred at RT for 6 hours. The reaction was diluted with HCl 1N, and the product was extracted with EtOAc. The organic phase was dried over Na2SO4 and evaporated under vacuum. The crude product was triturated in Petroleum Ether and filtered to give 250 mg of the desired product.

Workup

  1. extractionthe product was extracted with EtOAc
  2. dry with materialThe organic phase was dried over Na2SO4
  3. customevaporated under vacuum
  4. customThe crude product was triturated in Petroleum Ether
  5. filtrationfiltered

Sources & evidence

ORD record
ord-71a9ff4bc3fe4574943608286da5496c
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

Loading…