Ammonia → (4-chlorophenyl)(1H-imidazol-2-yl)phenylmethanol

HRID 261933

반응식

HRID 261933 반응식
[C:1]([C:9]1[NH:10][CH:11]=[CH:12][N:13]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Mg].Br[C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=1.Cl.N>O1CCCC1>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([C:1]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)([C:9]2[NH:13][CH:12]=[CH:11][N:10]=2)[OH:8])=[CH:17][CH:18]=1

참가 물질

7

반응물 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 7806p-BromochlorobenzeneHCID 1861972-benzoyl-1H-imidazoleHCID 5462224Magnesium

생성물 1

HCID 12433863(4-chlorophenyl)(1H-imidazol-2-yl)phenylmethanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 17.2 g. of 2-benzoylimidazole (A. Sonn and P. Greif, Ber. 66 (1933), 1900) in 100 ml. of anhydrous tetrahydrofuran was added drop-wise to a Grignard reagent prepared from 5.8 g. of magnesium and 45.9 g. of 1-bromo-4-chlorobenzene in 150 ml. of anhydrous tetrahydrofuran. The reaction mixture was boiled under reflux for half an hour, cooled and poured onto a mixture of ice and hydrochloric acid. The solution was neutralized with concentrated ammonia solution and extracted with tetrahydrofuran. The organic solvents layer was dried and concentrated; the residue was crystallised from isopropyl alcohol. Melting point of the product was 162°-165° C.

후처리

  1. customprepared from 5.8 g
  2. temperatureunder reflux for half an hour
  3. temperaturecooled
  4. extractionextracted with tetrahydrofuran
  5. customThe organic solvents layer was dried
  6. concentrationconcentrated
  7. customthe residue was crystallised from isopropyl alcohol
  8. customwas 162°-165° C.

출처 및 근거

ORD 기록
ord-71eb54f9480e4b70b1eebfd720c4d52a
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04152441

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