Water → Benzene, 1-(4-bromophenoxy)-3-((2-(4-fluorophenyl)-2-methylbutoxy)methyl)-

HRID 1589448ノート

反応式

HRID 1589448 の反応式
[H-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:15])([CH2:13][CH3:14])[CH2:11][OH:12])=[CH:6][CH:5]=1.[Br:16][C:17]1[CH:31]=[CH:30][C:20]([O:21][C:22]2[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=2)[CH2:25]Br)=[CH:19][CH:18]=1.O>CN(C=O)C.C1(C)C=CC=CC=1.C1(C)C=CC=CC=1>[F:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]([CH2:13][CH3:14])([CH3:15])[CH2:11][O:12][CH2:25][C:24]2[CH:27]=[CH:28][CH:29]=[C:22]([O:21][C:20]3[CH:30]=[CH:31][C:17]([Br:16])=[CH:18][CH:19]=3)[CH:23]=2)=[CH:8][CH:9]=1

参加物

7

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 145170553-(4-Bromophenoxy)benzyl bromideHCID 155826502-(4-Fluorophenyl)-2-methylbutyl alcohol

生成物 1

HCID 3067123Benzene, 1-(4-bromophenoxy)-3-((2-(4-fluorophenyl)-2-methylbutoxy)methyl)-収率 76%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒2 回HCID 21735183Dimethylformamide toluene溶媒

実験手順

To 20 ml of toluene was added 0.60 g of sodium hydride (60% in oil) and the mixture was refluxed, and a solution of 2.0 g of 2-(4-fluorophenyl)-2-methylbutyl alcohol in 10 ml of 40% DMF/toluene was added dropwise to the mixture over a period of 20 minutes. The mixture was stirred for 10 minutes and a solution of 4.0 g of 3-(4-bromophenoxy)benzyl bromide in 10 ml of toluene was added dropwise to the mixture over a period of 10 minutes. The mixture was further heated and refluxed for 1 hour and cooled to room temperature, and poured into water. The toluene layer was separated, washed with water, dried over Na2SO4, and evaporated under reduced pressure and the obtained crude ether was purified by column chromatography on 100 g of silica gel (1:1 mixed solvent of toluene and hexane was used as eluent) to give 3.7 g of the desired ether (the yield was 76% of the theoretical yield).

後処理

  1. temperaturethe mixture was refluxed
  2. temperatureThe mixture was further heated
  3. temperaturerefluxed for 1 hour
  4. customThe toluene layer was separated
  5. washwashed with water
  6. dry with materialdried over Na2SO4
  7. customevaporated under reduced pressure
  8. customthe obtained crude ether
  9. customwas purified by column chromatography on 100 g of silica gel (1:1 mixed solvent of toluene and hexane was used as eluent)
  10. customto give 3.7 g of the desired ether (the yield was 76% of the
  11. customtheoretical yield)

出典と根拠

ORDレコード
ord-7da913982da84d059818e40e8f6641d8
出典データセット
uspto-grants-1986_02
特許番号
US04570005

反応ノート

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