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

HRID 1051916Notes

Reaction equation

HRID 1051916 reaction equation
[CH3:1][C:2]1[S:3][C:4]2[CH:10]([C:11]([O:13]C)=[O:12])[CH2:9][CH2:8][CH2:7][C:5]=2[N:6]=1.O[Li].O>C1COCC1.CO.O>[CH3:1][C:2]1[S:3][C:4]2[CH:10]([C:11]([OH:13])=[O:12])[CH2:9][CH2:8][CH2:7][C:5]=2[N:6]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 90303556Methyl 2-methyl-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylate

Product 1

HCID 822769032-Methyl-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylic acid

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

A mixture of methyl 2-methyl-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carboxylate (59 mg, 0.28 mmol) and LiOH.H2O (14 mg, 0.33 mmol) in THF/MeOH/H2O (2.5 mL, 3:1:1) was stirred at RT for 2 h. The mixture was acidified to pH=3 and extracted with EtOAc. The comb. org. layers were dried over MgSO4, and conc. in vacuo.

Workup

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

Sources & evidence

ORD record
ord-05c36b194d0f492d9a17c4ac3aa5227e
Source dataset
uspto-grants-2016_07
Patent number
US09388197B2

Reaction notes

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