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

HRID 82830
ノート
印刷プレビュー

反応式

HRID 82830 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8857
Ethyl Acetate
溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-46d02a1dee8e4f369dfdb16fb9e08382
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08846733B2

反応ノート

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