Ethanol → HCID 54402306、化合物

HRID 1460440ノート

反応式

HRID 1460440 の反応式
O.N[C@H:3]([C:8]([OH:10])=[O:9])[CH2:4][C:5](=[O:7])[NH2:6].[K+].[Br-:12].N([O-])=O.[Na+].CCO>OS(O)(=O)=O.O>[Br:12][C@@H:3]([CH2:4][C:5](=[O:7])[NH2:6])[C:8]([OH:10])=[O:9]

参加物

7

反応物 4

HCID 702EthanolHCID 170358L-Asparagine, monohydrateHCID 253877Potassium BromideHCID 23668193Sodium Nitrite

生成物 1

HCID 54402306HCID 54402306、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1118Sulfuric Acid溶媒

反応条件

温度
-10 °C

実験手順

L-Asparagine monohydrate 1* (37.5 g, 0.25 mol) was dissolved in 3M H2SO4 (330 ml) and treated with KBr (39.3 g, 0.75 mol). The solution was stirred and cooled in an ice-MeOH bath to ca. -10° C. Some precipitation occurred. A solution of NaNO2 (21.6 g, 0.31 mol) in H2O (38 ml) was added dropwise over 80 minutes. The internal temperature was kept at -10° to -5° during the addition and for 90 minutes afterward. The mixture was filtered and the solid portion washed with ice cold H2O (3x) and dried overnight to give the product 2* (31.64 g, 65%) as an off-white solid: [α]D =-67.8° (C 4.51, EtOH). ##STR93##

後処理

  1. customSome precipitation
  2. additionThe internal temperature was kept at -10° to -5° during the addition and for 90 minutes afterward
  3. filtrationThe mixture was filtered
  4. washthe solid portion washed with ice cold H2O (3x)
  5. customdried overnight
  6. customto give the product 2* (31.64 g, 65%) as an off-white solid

出典と根拠

ORDレコード
ord-70b173322b3f486ba457c62240e5983d
出典データセット
uspto-grants-1991_12
特許番号
US05071843

反応ノート

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