Nitrogen → HCID 67365427、化合物

HRID 42820ノート

反応式

HRID 42820 の反応式
N#N.[N+:3]([C:6]1[CH:10]=[N:9][N:8]([CH2:11][C:12]2[O:16][N:15]=[C:14]([C:17](=[O:19])[CH3:18])[CH:13]=2)[N:7]=1)([O-:5])=[O:4].COC([O:25][CH3:26])OC.[C:27]([O-])(O)=O.[Na+]>C(O)CO>[CH3:18][C:17]1([C:14]2[CH:13]=[C:12]([CH2:11][N:8]3[N:7]=[C:6]([N+:3]([O-:5])=[O:4])[CH:10]=[N:9]3)[O:16][N:15]=2)[O:25][CH2:26][CH2:27][O:19]1

参加物

6

反応物 4

HCID 947NitrogenHCID 9005Trimethyl orthoformateHCID 516892Sodium BicarbonateHCID 67365635HCID 67365635、化合物

生成物 1

HCID 67365427HCID 67365427、化合物

試薬・触媒・溶媒 1

HCID 174Ethylene Glycol溶媒

反応条件

温度
95 °C

実験手順

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 1-[5-(4-nitro-[1,2,3]triazol-2-ylmethyl)-isoxazol-3-yl]-ethanone (122 mg, 0.51 mmol) in ethylene glycol (0.57 mL) was treated with trimethylorthoformate (0.11 mL, 1.03 mmol) followed by LiBF4 (10 mg, 0.10 mmol). The reaction mixture was heated at 95° C. overnight. Sat. aq. NaHCO3 (10 mL) was added and the mixture was extracted with EA (2×10 mL). The combined org. extracts were washed with brine (2×10 mL), dried over MgSO4, filtered, and the solvent was removed under reduced pressure. Purification of the residue by FC (40:60 EA-Hept) gave the title compound as a yellow oil. TLC:rf (40:60 EA-Hept)=0.26. LC-MS-conditions 02: tR=0.89 min.

後処理

  1. extractionthe mixture was extracted with EA (2×10 mL)
  2. washextracts were washed with brine (2×10 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customthe solvent was removed under reduced pressure
  6. customPurification of the residue by FC (40:60 EA-Hept)

出典と根拠

ORDレコード
ord-57e71bf10f644a0f9d8323f991468d62
出典データセット
uspto-grants-2013_09
特許番号
US08536209B2

反応ノート

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