Hydrochloric Acid → 2-Thiophenecarboxylic acid, 3-(hydroxymethyl)-

反応式

C(N[C:4]([C:6]1[S:7][CH:8]=[CH:9][C:10]=1[CH:11]([OH:13])C)=[O:5])C.Cl.[OH-].[Na+].C(=O)(O)[O-:18].[Na+]>>[OH:13][CH2:11][C:10]1[CH:9]=[CH:8][S:7][C:6]=1[C:4]([OH:5])=[O:18]

参加物

反応物 4

HCID 313Hydrochloric Acid

HCID 14798Sodium Hydroxide

HCID 516892Sodium Bicarbonate

HCID 5323822HCID 5323822、化合物

生成物 1

HCID 200942742-Thiophenecarboxylic acid, 3-(hydroxymethyl)-収率 10%

実験手順

A solution of 3-(1-Hydroxy-ethyl)-thiophene-2-carboxylic acid ethylamide (298 mg, 1.5 mmol) in 15 ml of aqueous 6N HCl solution is heated at 100° C. for 1.5 h. The reaction mixture is cooled to room temperature and the pH is adjusted to ˜8.5 with 30% aqueous NaOH solution and saturated aqueous sodium bicarbonate solution. The resulting solution is extracted with Dichloromethane. The aqueous layer is collected and acidified with aqueous 6N HCl until the pH˜1. The resulting solution is extracted with tBuOH-Ether. The combined organic extracts are dried and concentrated to give the title compound (25 mg, 10%).