Dimethylformamide → HCID 21604654, 화합물

HRID 616301노트

반응식

HRID 616301 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:11]([CH3:13])[CH3:12])[CH2:9][OH:10])=[CH:4][CH:3]=1.CN(C)C=O.[H-].[Na+].[O:21]([C:28]1[CH:29]=[C:30]([CH:33]=[CH:34][CH:35]=1)[CH2:31]Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH:11]([CH3:13])[CH3:12])[CH2:9][O:10][CH2:31][C:30]2[CH:33]=[CH:34][CH:35]=[C:28]([O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:29]=2)=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 945441-(Bromomethyl)-3-phenoxybenzeneHCID 3478532-(4-chlorophenyl)-3-methylbutan-1-ol

생성물 1

HCID 21604654HCID 21604654, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매3회

실험 절차

2.0 g of 2-(4-chlorophenyl)-3-methylbutanol in 10 ml of a 20% mixture of dimethylformamide and toluene was added over a 5 minute period to sodium hydride (0.8 g, 50% in oil) in 20 ml of toluene at 110°-120° C, and the mixture was stirred for 15 minutes. 3.0 g of 3-phenoxybenzyl bromide in 15 ml of toluene was then added over a 15 minute period and the mixture was gently refluxed for 2 hours, then was cooled and 10 ml of mineral spirits was added. The mixture was poured into ice/hydrochloric acid, extracted with ether, washed with sodium bicarbonate solution and dried (MgSO4). The solvent was removed to give an orange oil, which was chromatographed on silica gel using 1:1 methylene dichloride:hexane as eluent to give 1.

후처리

  1. temperaturethe mixture was gently refluxed for 2 hours
  2. temperaturewas cooled
  3. extractionextracted with ether
  4. washwashed with sodium bicarbonate solution
  5. dry with materialdried (MgSO4)
  6. customThe solvent was removed
  7. customto give an orange oil, which
  8. customwas chromatographed on silica gel using 1:1 methylene dichloride
  9. customhexane as eluent to give 1

출처 및 근거

ORD 기록
ord-32ca74a6d06741119c6954ef25bb066a
출처 데이터셋
uspto-grants-1978_02
특허 번호
US04073812

반응 노트

불러오는 중…