Bromine → 2-Bromo-1-[3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-yl]-ethanone

HRID 1258908노트

반응식

HRID 1258908 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13](=[O:15])[CH3:14])=[C:11]([CH3:16])[N:10]=[N:9]2)=[CH:4][CH:3]=1.CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O.[Br:41]Br>C(Cl)(Cl)Cl>[Br:41][CH2:14][C:13]([C:12]1[N:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[N:9]=[N:10][C:11]=1[CH3:16])=[O:15]

참가 물질

5

반응물 3

HCID 24408BromineHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 679549821-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-yl]-ethanone

생성물 1

HCID 885313122-Bromo-1-[3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-yl]-ethanone수율 68%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

A solution of 1-[3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-yl]-ethanone (3.62 g, 17 mmol) was dissolved in chloroform (28 mL) and acetic (0.5 mL) was heated to reflux and then a solution of bromine (0.89 mL, 17 mmol) in chloroform (9 mL) and heated under reflux for 2 h. After cooling to room temperature the mixture was poured onto ice-water and the mixture extracted with dichloromethane. The combined organic extracts were washed with water, brine, dried over sodium sulphate, filtered and evaporated. Purification by chromatography (silica, 10 to 60% ethyl acetate in heptane) afforded the title compound (3.34 g, 68%) as an off white solid. MS: m/e=298.3/300.2 [M+H]+.

후처리

  1. temperatureto reflux
  2. temperatureunder reflux for 2 h
  3. additionwas poured onto ice-water
  4. extractionthe mixture extracted with dichloromethane
  5. washThe combined organic extracts were washed with water, brine
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. customevaporated
  9. customPurification by chromatography (silica, 10 to 60% ethyl acetate in heptane)

출처 및 근거

ORD 기록
ord-115fcb597ca64cb89f8c1c6738b9b1f2
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466181B2

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