Sodium Hydroxide → [5-(5-Fluoro-pyridin-2-yl)-3-trimethylsilanylmethyl-3H-[1,2,3]triazol-4-yl]-methanol

HRID 402386ノート

反応式

HRID 402386 の反応式
C([O:3][C:4]([C:6]1[N:7]([CH2:18][Si:19]([CH3:22])([CH3:21])[CH3:20])[N:8]=[N:9][C:10]=1[C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][N:12]=1)=O)C.[OH-].[Na+]>C1(C)C=CC=CC=1>[F:17][C:14]1[CH:15]=[CH:16][C:11]([C:10]2[N:9]=[N:8][N:7]([CH2:18][Si:19]([CH3:20])([CH3:21])[CH3:22])[C:6]=2[CH2:4][OH:3])=[N:12][CH:13]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 674987655-(5-fluoro-pyridin-2-yl)-3-trimethylsilanylmethyl-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester

生成物 1

HCID 67499018[5-(5-Fluoro-pyridin-2-yl)-3-trimethylsilanylmethyl-3H-[1,2,3]triazol-4-yl]-methanol収率 95.7%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a solution of 5-(5-fluoro-pyridin-2-yl)-3-trimethylsilanylmethyl-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester (530 mg, 1.64 mmol) in toluene (15 mL) at −7° C. was added sodiumdihydro-bis(2-methoxyethoxy)aluminate (705 μL, 2.47 mmol) and the reaction mixture was stirred at room temperature for 16 h. The mixture was then cooled with ice and NaOH (1 N, 3.3 mL) and extracted with ethyl acetate and the combined organic extracts washed with brine, dried over sodium sulphate, filtered and evaporated to afford the title compound (440 mg, 84%) as a light brown oil. MS: m/e=281.1 [M+H]+.

後処理

  1. extractionextracted with ethyl acetate
  2. washthe combined organic extracts washed with brine
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated

出典と根拠

ORDレコード
ord-357e1252268f492089a98f40d627be48
出典データセット
uspto-grants-2014_06
特許番号
US08742097B2

反応ノート

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