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

HRID 1051955Notes

Reaction equation

HRID 1051955 reaction equation
[S:1]1[C:5]2[CH:6]([C:10]([O:12]C)=[O:11])[CH2:7][CH2:8][CH2:9][C:4]=2[N:3]=[CH:2]1.O[Li].O>C1COCC1.CO.O>[S:1]1[C:5]2[CH:6]([C:10]([OH:12])=[O:11])[CH2:7][CH2:8][CH2:9][C:4]=2[N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 90303216Methyl 4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylate

Product 1

HCID 838762464,5,6,7-Tetrahydrobenzo[d]thiazole-7-carboxylic acid

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

A mixture of methyl 4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylate (1.22 g, 6.11 mmol) and LiOH.H2O (0.39 g, 9.17 mmol) in THF/MeOH/H2O (60 mL, 3:1:1) was stirred at RT for 75 min. The mixture was acidified to pH=3 and extracted with DCM. The comb. org. layers were dried over MgSO4 and conc. in vacuo to provide a yellow solid.

Workup

  1. extractionextracted with DCM
  2. dry with materiallayers were dried over MgSO4 and conc. in vacuo
  3. customto provide a yellow solid

Sources & evidence

ORD record
ord-be5d9f5658b44a5d8594a0880826e61d
Source dataset
uspto-grants-2016_07
Patent number
US09388198B2

Reaction notes

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