Ethanol → HCID 54402306, 화합물

HRID 1460440노트

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HRID 1460440 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

HCID 54402306HCID 54402306, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 1118Sulfuric Acid용매

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온도
-10 °C

실험 절차

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##

후처리

  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

출처 및 근거

ORD 기록
ord-70b173322b3f486ba457c62240e5983d
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05071843

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