Hydrochloric Acid → HCID 58188384, compound

HRID 1845246Notes

Reaction equation

HRID 1845246 reaction equation
[CH:1]1([S:6]([C:9]2[CH:10]=[C:11]([C:22]([O:24]C)=[O:23])[CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=3)[CH:14]=2)(=[O:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Li+].Cl>O1CCCC1>[CH:1]1([S:6]([C:9]2[CH:10]=[C:11]([C:22]([OH:24])=[O:23])[CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=3)[CH:14]=2)(=[O:7])=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58188011HCID 58188011, compound

Product 1

HCID 58188384HCID 58188384, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of methyl 5-(cyclopentylsulfonyl)-4′-methylbiphenyl-3-carboxylate (0.34 g, 0.95 mmol) in tetrahydrofuran (15 mL) was added 2.5 M aqueous lithium hydroxide solution (1.0 mL, 2.5 mmol). The reaction mixture was stirred at 60° C. overnight. The aqueous solution was acidified with 15% HCl (aq.) to pH=5, and extracted with EtOAc. The combined organic layers were concentrated in vacuo to afford the title compound as a white solid.

Workup

  1. extractionextracted with EtOAc
  2. concentrationThe combined organic layers were concentrated in vacuo

Sources & evidence

ORD record
ord-f32adec887984e6090743f8621e4e9e8
Source dataset
uspto-grants-2015_02
Patent number
US08946439B2

Reaction notes

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