반응 #676786

ord-6443e39423a048889c05f6b6020639f4

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with EtOAc
  2. 2
    세척The combined organic layers were washed with water, brine
  3. 3
    건조dried over MgSO4
  4. 4
    농축concentrated in vacuo

실험 절차

To a solution of 46 (0.69 g, 3.17 mmol) in THF:MeOH:H2O (1:1:1) (9 mL) was added LiOH.H2O (0.25 g, 5.96 mmol). The reaction was stirred at rt for 16 h, diluted with water, acidified to pH 3 with 1 N HCl, and extracted with EtOAc. The combined organic layers were washed with water, brine, dried over MgSO4, and concentrated in vacuo to provide 0.58 g (90%) of product 47 as an off-white solid. 1H NMR (300 MHz, DMSO-d6) δ 2.35 (s, 3H), 2.65 (t, J=8 Hz, 2H), 2.93 (t, J=8 Hz, 2H), 6.05 (s, 1H), 6.75 (d, J=8 Hz, 1H), 7.04 (s, 1H), 7.27 (d, J=8 Hz, 1H), 10.74 (brs, 1H), 12.19 (brs, 1H). LC-MS (CI): m/z 202.0 [(M−H)− C12H13NO2 requires 203.09].

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09233921B2uspto-grants-2016_01