Acetic Acid → HCID 14154747, 화합물

반응식

[OH-].[Na+].C([S:6][C@H:7]1[CH:12]2[CH2:13][CH2:14][N:9]([CH2:10][CH2:11]2)[CH2:8]1)(=O)C.C(O)(=O)C>CO>[SH:6][C@H:7]1[CH:12]2[CH2:13][CH2:14][N:9]([CH2:10][CH2:11]2)[CH2:8]1

참가 물질

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온도: 25 °C

실험 절차

10N aqueous sodium hydroxide solution (30 cc) is added slowly to a solution of (3S)-3-(acetylthio)quinuclidine (29 g) in methanol (30 cc) maintained at approximately 25° C. The reaction mixture is stirred for 2 hours at a temperature in the region of 20° C. The pH of the reaction mixture is then brought to a value in the region of 9 by adding acetic acid (approximately 10 cc). The mixture obtained is extracted with methylene chloride (3×100 cc). The combined organic phases are dried over sodium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) and 30° C. The residue obtained is purified by distillation under reduced pressure (970 Pa). (3S)-3-Mercaptoquinuclidine (12 g) is thereby obtained in the form of white crystals which melt at 46° C. and distil at 95° C. under 970 Pa (αD20 =-118°, C=1.1, methanol).