Sodium Hydroxide → (2-Thiophen-2-yl-benzoxazol-6-yl)methanol

HRID 1619997ノート

反応式

HRID 1619997 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]2[CH:14]=[C:13]([C:15](OC)=[O:16])[CH:12]=[CH:11][C:9]=2[N:10]=1.C(=O)=O.CC(C)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].S([O-])([O-])(=O)=O.[Mg+2]>C1COCC1.O>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]2[CH:14]=[C:13]([CH2:15][OH:16])[CH:12]=[CH:11][C:9]=2[N:10]=1

参加物

8

反応物 5

HCID 14798Sodium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 18522661Acetone cardiceHCID 21226445Aluminium lithium hydrideHCID 67466917Methyl 2-thiophen-2-yl-benzoxazole-6-carboxylate

生成物 1

HCID 67466243(2-Thiophen-2-yl-benzoxazol-6-yl)methanol

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
0 °C

実験手順

6.1 g (23.53 mmol) methyl 2-thiophen-2-yl-benzoxazole-6-carboxylate are dissolved in 300 ml THF and cooled with dry ice/acetone, then 40 ml (40.00 mmol) of 1M lithium aluminium hydride dissolved in THF are slowly added dropwise. The mixture is stirred for 30 min at 0° C., then 4 ml of water dissolved in 20 ml THF are added dropwise, followed by 4 ml of 4N sodium hydroxide solution and another 4 ml of water. The resulting suspension is mixed with magnesium sulphate and filtered through kieselguhr, the filtrate is concentrated by rotary evaporation i. V. and the residue is purified on silica gel (eluant: cyclohexane/EA).

後処理

  1. additionare slowly added dropwise
  2. additionare added dropwise
  3. filtrationfiltered through kieselguhr
  4. concentrationthe filtrate is concentrated by rotary evaporation i
  5. customand the residue is purified on silica gel (eluant: cyclohexane/EA)

出典と根拠

ORDレコード
ord-18278e2e8faf427e9266b6afd69d55b7
出典データセット
uspto-grants-2014_07
特許番号
US08772323B2

反応ノート

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