2-Bromo-1-(5-methyl-1,3-dioxan-5-yl)ethan-1-one → 1-(5-Methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-ethan-1-one

HRID 1164166ノート

反応式

HRID 1164166 の反応式
[CH3:1][C:2]1([C:8](=[O:11])[CH2:9]Br)[CH2:7][O:6][CH2:5][O:4][CH2:3]1.[NH:12]1[CH:16]=[N:15][C-:14]=[N:13]1.[Na+]>O1CCCC1>[CH3:1][C:2]1([C:8](=[O:11])[CH2:9][N:12]2[CH:16]=[N:15][CH:14]=[N:13]2)[CH2:7][O:6][CH2:5][O:4][CH2:3]1

参加物

4

反応物 2

HCID 128556512-Bromo-1-(5-methyl-1,3-dioxan-5-yl)ethan-1-oneHCID 547199651,2,4-Triazolylsodium

生成物 1

HCID 128556521-(5-Methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-ethan-1-one収率 87.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 223 g (1 mole) of 1-(5-methyl-1,3-dioxan-5-yl)-2-bromoethan-1-one in 200 ml of tetrahydrofuran is added dropwise in the course of 2 hours to a suspension, stirred under pure nitrogen, of 100 g (1.1 moles) of sodium 1,2,4-triazolide in 300 ml of dry tetrahydrofuran, at 25° C. The mixture is refluxed for 8 hours, the inorganic precipitate is then filtered off, and the filtrate is concentrated to half its volume. It is then seeded and left to stand overnight at +3° C. The precipitate is filtered off, washed with 30 ml of cold (+5° C.) tetrahydrofuran, then with 80 ml of ether and thereafter with 100 ml of n-pentane, and dried. 184 g (87.2%) of 1-(5-methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-ethan-1-one are obtained as white crystals of melting point 95°-97° C.

後処理

  1. temperatureThe mixture is refluxed for 8 hours
  2. filtrationthe inorganic precipitate is then filtered off
  3. concentrationthe filtrate is concentrated to half its volume
  4. waitleft
  5. filtrationThe precipitate is filtered off
  6. washwashed with 30 ml of cold (+5° C.) tetrahydrofuran
  7. dry with materialwith 80 ml of ether and thereafter with 100 ml of n-pentane, and dried

出典と根拠

ORDレコード
ord-85eed79ad7b74efe932401097ff4ae63
出典データセット
uspto-grants-1983_01
特許番号
US04368066

反応ノート

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