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 851621ノート

反応式

HRID 851621 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, at 25° C., to a suspension, which is stirred under pure nitrogen, of 100.1 g (1.1 moles) of sodium 1,2,4-triazolide in 300 ml of dry tetrahydrofuran. After refluxing the mixture for eight hours, the inorganic precipitate is filtered off and the filtrate is concentrated to half its volume. The mixture is seeded and left to stand overnight at +3° C. The precipitate is filtered off, washed with 30 ml of cold tetrahydrofuran (at +5° C.), 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. temperatureAfter refluxing the mixture for eight hours
  2. filtrationthe inorganic precipitate is 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 tetrahydrofuran (at +5° C.)
  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-c60dd0aadbc64e319974943f21535ec0
出典データセット
uspto-grants-1983_05
特許番号
US04385925

反応ノート

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