Tetrabutylammonium Fluoride → [2-(2-Hydroxyethoxy)ethoxy]methylcarbamic acid tert-butyl ester

HRID 2093242

반응식

HRID 2093242 반응식
CCCC[N+](CCCC)(CCCC)CCCC.[F-].C([Si](C1C=CC=CC=1)(C1C=CC=CC=1)[O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][O:30][N:31]([CH3:39])[C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])(C)(C)C>C1COCC1>[CH3:39][N:31]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[O:30][CH2:29][CH2:28][O:27][CH2:26][CH2:25][OH:24]

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 86643773O-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethoxy]-ethyl}-N-methyl-N-BOC-hydroxylamine

생성물 1

HCID 86643775[2-(2-Hydroxyethoxy)ethoxy]methylcarbamic acid tert-butyl ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

TBAF (6.78 mL, 6.78 mmol) was added to O-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethoxy]-ethyl}-N-methyl-N-BOC-hydroxylamine (d) (3 g, 6.33 mmol) dissolved in dry THF (15 mL). The reaction was stirred over night. The THF was evaporated off and the residue was dissolved in DCM and washed with NH4Cl (saturated) (40 mL), water and brine. The organic phase was dried (MgSO4) and evaporated off. The residue was purified using flash chromatography on a Companion Combiflash 40 g column (Gradient MeOH 0-5% over 20 minutes in DCM. Structure confirmed by NMR.

후처리

  1. customThe THF was evaporated off
  2. dissolutionthe residue was dissolved in DCM
  3. washwashed with NH4Cl (saturated) (40 mL), water and brine
  4. dry with materialThe organic phase was dried (MgSO4)
  5. customevaporated off
  6. customThe residue was purified
  7. customover 20 minutes

출처 및 근거

ORD 기록
ord-65ceeeb5788c4d60a7f0d86a84da181c
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08444955B2

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