Bromine → 2-Bromo-4-methoxy-5-methyl-indan-1-one

HRID 389320노트

반응식

HRID 389320 반응식
[CH3:1][O:2][C:3]1[C:11]([CH3:12])=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][CH2:6][C:7]2=[O:13].[Br:14]Br.C(=O)(O)[O-].[Na+]>C(O)(=O)C.Br>[Br:14][CH:6]1[CH2:5][C:4]2[C:8](=[CH:9][CH:10]=[C:11]([CH3:12])[C:3]=2[O:2][CH3:1])[C:7]1=[O:13]

참가 물질

6

반응물 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 552973254-Methoxy-5-methyl-indan-1-one

생성물 1

HCID 668127112-Bromo-4-methoxy-5-methyl-indan-1-one수율 44.2%

시약·촉매·용매 2

HCID 176Acetic Acid용매2회HCID 260Hydrogen Bromide용매

반응 조건

온도
22.5 °C

실험 절차

To a stirred solution of 4-Methoxy-5-methyl-indan-1-one (5.0 gm, 0.0284 mole) in Acetic acid (65 ml) and Hydrobromic acid (1 ml), a solution of Bromine (1.47 ml, 0.0284 mole) in 5 ml Acetic acid was added at 10-20° C. The reaction mixture was stirred at 20-25° C. for an hour. Then it was poured into saturated solution of Sodium bicarbonate and extracted with Diethyl ether (3×100 ml). The organic layer was dried over Sodium sulphate, distilled under vacuum to give crude product which was purified over column chromatography using Ethyl acetate:Hexane (5:95) as a mobile phase. The collected fractions were distilled to give 3.2 gm of desired product as a viscous oil.

후처리

  1. extractionextracted with Diethyl ether (3×100 ml)
  2. dry with materialThe organic layer was dried over Sodium sulphate
  3. distillationdistilled under vacuum
  4. customto give crude product which
  5. customwas purified over column chromatography
  6. distillationThe collected fractions were distilled

출처 및 근거

ORD 기록
ord-78b60c0db0cb467193aa5b0548e8db8b
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08378118B2

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