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

HRID 526295

반응식

HRID 526295 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
-10 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-6d3a4085d8c740b3aac33d204c4d0660
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09345791B2

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