Hydrochloric Acid → 2-(4-Bromophenyl)-1-(4-butylphenyl)ethan-1-one

HRID 1454438ノート

反応式

HRID 1454438 の反応式
[Al+3].[Cl-].[Cl-].[Cl-].[CH2:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:6][CH2:7][CH3:8].[Br:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23](Cl)=[O:24])=[CH:18][CH:17]=1.Cl>ClCCCl>[Br:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23]([C:12]2[CH:13]=[CH:14][C:9]([CH2:5][CH2:6][CH2:7][CH3:8])=[CH:10][CH:11]=2)=[O:24])=[CH:18][CH:17]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 7705ButylbenzeneHCID 181552Benzeneacetyl chloride, 4-bromo-HCID 6451240Aluminum(III) Chloride

生成物 1

HCID 433378442-(4-Bromophenyl)-1-(4-butylphenyl)ethan-1-one収率 90.9%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

To a 1 L three-necked flask containing AlCl3 (40 g, 0.299 mol) in 1,2-dichloroethane (600 mL) under N2, butylbenzene (IVe) (49.7 mL, 0.299 mol) was added in one portion at −30° C. To this suspension (4-bromo-phenyl)-acetyl chloride (IIIa) (70 g, 0.299 mol) was added slowly over a period of 30min at such a rate that the internal temperature did not rise above −30° C. The reaction mixture was stirred at this temperature for 45 min and poured into an ice-cold solution of 1.5M HCl (1000 ml). The product was extracted into dichloromethane (2×500 ml), washed with 10% sodium bicarbonate solution (500 ml), water, brine and dried over Na2SO4. The solvent was evaporated under reduced pressure to obtain the titled compound as a white powder (m=90 g) in a 90.9% yield.

後処理

  1. customdid not rise above −30° C
  2. extractionThe product was extracted into dichloromethane (2×500 ml)
  3. washwashed with 10% sodium bicarbonate solution (500 ml), water, brine
  4. dry with materialdried over Na2SO4
  5. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-75e734b3405c40d0833383158c1eadcd
出典データセット
uspto-grants-2009_01
特許番号
US07479575B2

反応ノート

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