Tetrahydrofuran → 3-(5-Amino-1,3,4-oxadiazol-2-yl)pentan-3-ol

HRID 1988199ノート

反応式

HRID 1988199 の反応式
[CH2:1]([Mg]Br)[CH3:2].[NH2:5][C:6]1[O:10][C:9]([C:11]([O:13]CC)=O)=[N:8][N:7]=1.[CH2:16]1COC[CH2:17]1>>[NH2:5][C:6]1[O:10][C:9]([C:11]([OH:13])([CH2:1][CH3:2])[CH2:16][CH3:17])=[N:8][N:7]=1

参加物

4

反応物 3

HCID 8028Tetrahydrofuran2 回HCID 2756523Ethyl 5-amino-1,3,4-oxadiazole-2-carboxylateHCID 178418443HCID 178418443、化合物

生成物 1

HCID 574378393-(5-Amino-1,3,4-oxadiazol-2-yl)pentan-3-ol

実験手順

To a solution of ethyl magnesium bromide (200 mmol) in 300 mL of THF at 0° C. was added a suspension of ethyl 5-amino-1,3,4-oxadiazol-2-carboxylate (8.00 g, 50.9 mmol; Chemical Abstract, 1966, 64, 3558a) in THF. The reaction mixture was brought to rt and 30 min later quenched with NH4Cl. After extraction with EtOAc and drying over MgSO4, the solvent was removed. The crude product thus obtained was triturated, filtered and dried to yield the title compound.

後処理

  1. customlater quenched with NH4Cl
  2. extractionAfter extraction with EtOAc
  3. dry with materialdrying over MgSO4
  4. customthe solvent was removed
  5. customThe crude product thus obtained
  6. customwas triturated
  7. filtrationfiltered
  8. customdried

出典と根拠

ORDレコード
ord-a93b1789eefe4102a66dfa592b1475df
出典データセット
uspto-grants-2009_06
特許番号
US07553973B2

反応ノート

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