Tetrabutylammonium Fluoride → HCID 68842200, 화합물

HRID 660793노트

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HRID 660793 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:21]=[CH:22][C:23]=1[N:24]1[CH2:28][C:27](=[O:29])[N:26](CC[Si](C)(C)C)[S:25]1(=[O:37])=[O:36])[CH2:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[C:15]#[N:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:21]=[CH:22][C:23]=1[N:24]1[CH2:28][C:27](=[O:29])[NH:26][S:25]1(=[O:37])=[O:36])[CH2:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[C:15]#[N:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 68842500HCID 68842500, 화합물

생성물 1

HCID 68842200HCID 68842200, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a solution of 2-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-benzyl}-benzonitrile (57 mg, 0.107 mmol) in THF (10 mL) is added TBAF (0.16 mL, 1.5 equiv) and the mixture is stirred at 60° C. for 2 h. The mixture is partitioned between EtOAc and 1N HCl. The organic phase is washed with 1N HCl and brine then is dried over sodium sulfate. The solvent is removed under reduced pressure and the residue purified by column chromatography using a gradient of 0-40% EtOAc/hexane as eluent to give the title compound.

후처리

  1. customThe mixture is partitioned between EtOAc and 1N HCl
  2. washThe organic phase is washed with 1N HCl and brine
  3. dry with materialthen is dried over sodium sulfate
  4. customThe solvent is removed under reduced pressure
  5. customthe residue purified by column chromatography

출처 및 근거

ORD 기록
ord-fcfc05eb1ea84ef9b8df4d719f7cb5bc
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084448B2

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