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 851621노트

반응식

HRID 851621 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c60dd0aadbc64e319974943f21535ec0
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04385925

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