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Nitrogen → (2-(Methoxymethyl)-1,3-thiazol-5-yl)methanol

HRID 82830
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인쇄 미리보기

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HRID 82830 반응식
N#N.[Si]([O:10][CH2:11][C:12]1[S:16][C:15]([CH2:17][O:18][CH3:19])=[N:14][CH:13]=1)(C(C)(C)C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1.CC(=O)OCC>[CH3:19][O:18][CH2:17][C:15]1[S:16][C:12]([CH2:11][OH:10])=[CH:13][N:14]=1
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참가 물질

6

반응물 3

HCID 947NitrogenHCID 2724141Tetrabutylammonium FluorideHCID 866982065-(((tert-Butyldimethylsilyl)oxy)methyl)-2-(methoxymethyl)thiazole

생성물 1

HCID 64980908(2-(Methoxymethyl)-1,3-thiazol-5-yl)methanol

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8857
Ethyl Acetate
용매

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온도
0 °C

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 5-(((tert-butyldimethylsilyl)oxy)methyl)-2-(methoxymethyl)thiazole (721 mg, 2.64 mmol) in THF (20 mL) was treated at 0° C. with TBAF (5.30 mL of a 1M solution in THF, 5.30 mmol) and the resulting mixture was stirred for 45 min at 0° C. The reaction mixture was diluted with EA, washed with sat. aq. NH4Cl and brine, dried over Na2SO4, filtered and the solvent was removed under reduced pressure. Purification of the residue by FC (1:9 hept-EA) gave the title compound as a colorless oil: TLC: rf (1:9 hept-EA)=0.27. LC-MS-conditions 07: tR=0.41 min, [M+H]+=160.01.

후처리

  1. washwashed with sat. aq. NH4Cl and brine
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. customthe solvent was removed under reduced pressure
  5. customPurification of the residue by FC (1:9 hept-EA)

출처 및 근거

ORD 기록
ord-46d02a1dee8e4f369dfdb16fb9e08382
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846733B2

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