Water → 1-benzyl-5-(1-hydroxy-4,4-diphenylbutyl)-1H-imidazole

HRID 1756120

반응식

HRID 1756120 반응식
[Mg].Br[CH2:3][CH2:4][CH:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH2:18]([N:25]1[C:29]([CH:30]=[O:31])=[CH:28][N:27]=[CH:26]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.O>O1CCCC1>[CH2:18]([N:25]1[C:29]([CH:30]([OH:31])[CH2:3][CH2:4][CH:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[CH:28][N:27]=[CH:26]1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 883331,1'-(3-Bromopropylidene)bisbenzeneHCID 27732391-Benzyl-1H-imidazole-5-carboxaldehydeHCID 5462224Magnesium

생성물 1

HCID 148222901-benzyl-5-(1-hydroxy-4,4-diphenylbutyl)-1H-imidazole

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

2,0 g of magnesium turnings are covered with 60 ml of dry tetrahydrofuran. To the mixture is then added dropwise a solution of 1-bromo-3,3-diphenylpropane (22,9 g) in 20 ml of dry tetrahydrofuran at such a rate that a smooth reaction is maintained. After the addition is complete, the reaction mixture is refluxed for one additional hour and cooled to room temperature. The reaction mixture is then added dropwise to a solution of 1-benzyl-5-imidazolecarbaldehyde (7,35 g) in 80 ml of tetrahydrofuran at 60° C. After the addition is complete, the reaction mixture is refluxed for 2 hours, cooled and poured into cold water. Tetrahydrofuran is evaporated and to the solution is added conc. hydrochloric acid. The solution is cooled and the precipitate which contains the product as hydrochloride salt is removed by filtration, washed with water and dried. Yield 14,1 g. M.p. 160°-168° C.

후처리

  1. customthat a smooth reaction
  2. temperatureis maintained
  3. additionAfter the addition
  4. temperaturethe reaction mixture is refluxed for one additional hour
  5. additionAfter the addition
  6. temperaturethe reaction mixture is refluxed for 2 hours
  7. temperaturecooled
  8. customTetrahydrofuran is evaporated and to the solution
  9. additionis added conc. hydrochloric acid
  10. temperatureThe solution is cooled
  11. customis removed by filtration
  12. washwashed with water
  13. customdried

출처 및 근거

ORD 기록
ord-6d3ff6c475b2462dacf6425b90b7297c
출처 데이터셋
uspto-grants-1995_08
특허 번호
US05439928

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