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Water → 4-(2-Cyanoethyl)-5-methyl-2-phenyloxazole

HRID 1393481
ノート
印刷プレビュー

反応式

HRID 1393481 の反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14]OS(C1C=CC(C)=CC=1)(=O)=O.[C-:26]#[N:27].[Na+].C(=O)(O)[O-].[K+].O>CS(C)=O>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][CH2:14][C:26]#[N:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8929Sodium CyanideHCID 516893Potassium BicarbonateHCID 120517392-(5-Methyl-2-phenyloxazol-4-yl)ethyl 4-methylbenzenesulfonate

生成物 1

HCID 120932634-(2-Cyanoethyl)-5-methyl-2-phenyloxazole収率 98%

試薬・触媒・溶媒 1

HCID 679
Dimethyl Sulfoxide
溶媒

実験手順

Toluene-4-sulfonic acid 2-(5-methyl-2-phenyloxazol-4-yl)ethyl ester (5.00 g, 14.0 mmol), sodium cyanide (852 mg, 16.8 mmol), and potassium bicarbonate (1.70 g, 16.8 mmol) were combined and vigorously stirred in DMSO (50 mL) at 50° C. for 2 h, then overnight at 25° C. The mixture was then poured into H2O (50 mL) and extracted with Et2O (2×50ML). The organic layer were combined then washed with H2O (50 mL), sat. NaCl (50 mL), dried over NaCl. The solvent was removed in vacuo to provide 2.90 g (98%) of product as a white powder: 1H NMR (400 MHz, CDCl3) δ 7.93 (m, 2 H), 7.39 (m, 3 H), 2.81 (t, 2 H), 2.71 (t, 2 H), 2.35 (s, 3 H); MS (EI) 213.1 (M+H)+.

後処理

  1. customovernight
  2. customat 25° C
  3. extractionextracted with Et2O (2×50ML)
  4. washThe organic layer were combined then washed with H2O (50 mL), sat. NaCl (50 mL)
  5. dry with materialdried over NaCl
  6. customThe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-ebe52549c4bb41e3a55d03abb623c642
出典データセット
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07345070B2

反応ノート

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