반응 #1005977

ord-440eb576dccc4716a6192a3c366f500c

반응 방정식

CC1(C)CC(=O)c2cc(C#C[Si](C)(C)C)ccc2S1
2,2-dimethyl-6-trimethylsilanylethynylthiochroman-4-one
O=C([O-])[O-].[K+].[K+]
K2CO3
C#Cc1ccc2c(c1)C(=O)CC(C)(C)S2
6-ethynyl-2,2-dimethylthiochroman-4-one
수율 99.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with Et2O
  2. 2
    세척The combined organic layers were washed with H2O and saturated aqueous NaCl
  3. 3
    건조dried over MgSO4
  4. 4
    기타Removal of the solvent under reduced pressure

실험 절차

A solution of 2,2-dimethyl-6-trimethylsilanylethynylthiochroman-4-one (110.0 mg, 0.38 mmol) and K2CO3 (40.0 mg, 0.29 mmol) in 10.0 mL MeOH was stirred overnight at room temperature. The solution was diluted with H2O and extracted with Et2O. The combined organic layers were washed with H2O and saturated aqueous NaCl and dried over MgSO4. Removal of the solvent under reduced pressure afforded 81 mg (99%) of the 6-ethynyl-2,2-dimethylthiochroman-4-one as an orange oil. 1H NMR (300 MHz, CDCl3) δ: 8.20 (1H, d, J=1.9 Hz), 7.46 (1H, dd, J=1.9, 8.1 Hz), 7.18 (1H, d, J=8.1 Hz), 3.08 (1H, s), 2.86 (2H, s), 1.46 (6H, s).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09271946B2uspto-grants-2016_03