Octylbenzene → 2-Bromo-1-(4-octylphenyl)ethanone

HRID 526295

反応式

HRID 526295 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]1([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[Br:19][CH2:20][C:21](Br)=[O:22]>ClCCl>[Br:19][CH2:20][C:21]([C:8]1[CH:9]=[CH:10][C:5]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:6][CH:7]=1)=[O:22]

参加物

5

反応物 3

HCID 16607OctylbenzeneHCID 61147Bromoacetyl bromideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 113013752-Bromo-1-(4-octylphenyl)ethanone

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-10 °C

実験手順

Aluminium chloride (4.80 g, 32.0 mmol, 1.0 eq.) and 1-phenyloctane (6.84 g, 32.0 mmol) were dissolved in dry dichloromethane (10 mL) and cooled to −10° C. A solution of bromoacetyl bromide (3.14 mL, 32.0 mmol, 1.0 eq.) in dichloromethane (12 mL) was added dropwise and the mixture was allowed to return to r.t. while stirring overnight. The mixture was slowly poured into ice water (100 mL) and the aqueous phase was extracted with dichloromethane (3×50 mL). The combined organic layers were dried over MgSO4 and concentrated under reduced pressure. The product was obtained as brown, highly viscous oil and was used in the next reaction without purification. Yield: 8.90 g (62%), purity: 69% (GC).

後処理

  1. customto return to r.t.
  2. extractionthe aqueous phase was extracted with dichloromethane (3×50 mL)
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe product was obtained as brown, highly viscous oil
  6. customwas used in the next reaction without purification

出典と根拠

ORDレコード
ord-6d3a4085d8c740b3aac33d204c4d0660
出典データセット
uspto-grants-2016_05
特許番号
US09345791B2

関連ノート

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