Lithium Hydroxide → HCID 67351277, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3,5-dimethyl-4-(2-methyl-allyl)-thiophene-2-carboxylic acid ethyl ester (978 mg, 4.1 mmol) in ethanol (20 mL) is added 3M aq. LiOH (10 mL) and the mixture is stirred at 60° C. for 1 h. The mixture is partitioned between DCM (100 mL) and 1M aq. HCl (75 mL). The aq. phase is re-extracted with DCM (2×50 mL). The combined organic extracts are dried (MgSO4), filtered and evaporated to give 653 mg of 3,5-dimethyl-4-(2-methyl-allyl)-thiophene-2-carboxylic acid as a light yellow powder; LC-MS: tR=0.94 min, [M+1+CH3CN]+=252.04; 1H NMR (CDCl3): δ 11.50 (br. s, 1H), 4.75 (s, 1H), 4.39 (s, 1H), 3.17 (s, 2H), 2.42 (s, 3H), 2.37 (s, 3H), 1.75 (s, 3H).

Provenance & Evidence