Lithium hydroxide, monohydrate → 2-Phenyl-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylic acid

HRID 1051918Notes

Reaction equation

HRID 1051918 reaction equation
[C:1]1([C:7]2[S:8][C:9]3[CH:15]([C:16]([O:18]C)=[O:17])[CH2:14][CH2:13][CH2:12][C:10]=3[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O[Li].O>C1COCC1.CO.O>[C:1]1([C:7]2[S:8][C:9]3[CH:15]([C:16]([OH:18])=[O:17])[CH2:14][CH2:13][CH2:12][C:10]=3[N:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 90303482Methyl 2-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylate

Product 1

HCID 903033782-Phenyl-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylic acid

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

A mixture of methyl 2-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylate (12.0 mg, 0.044 mmol) and LiOH.H2O (2.7 mg, 0.065 mmol) in THF/MeOH/H2O (1 mL, 3:1:1) was stirred at RT for 45 min. The mixture was acidified to pH=3 and extracted with DCM. The comb. org. layers were dried over MgSO4, and conc. in vacuo.

Workup

  1. extractionextracted with DCM
  2. dry with materiallayers were dried over MgSO4

Sources & evidence

ORD record
ord-ad6a866ce8264dd5b9b1a2f2ab32d3fa
Source dataset
uspto-grants-2016_07
Patent number
US09388197B2

Reaction notes

Loading…