Water → 1-(Cyclopentyloxy)-2-iodobenzene

HRID 53487

반응식

HRID 53487 반응식
[I:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].C(=O)([O-])[O-].[K+].[K+].[Br-].Br[CH:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1.O>CN(C)C=O.C(OCC)(=O)C>[I:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1

참가 물질

7

반응물 4

HCID 962WaterHCID 107842-IodophenolHCID 11430Potassium CarbonateHCID 199598491-Bromocyclopentane bromide

생성물 1

HCID 153433181-(Cyclopentyloxy)-2-iodobenzene수율 95.3%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
120 °C

실험 절차

A mixture of 2-iodophenol (8.0 g, 36.4 mmol), milled potassium carbonate (5.5 g, 39.9 mmol, 1.1 eq) and 1-bromocyclopentane bromide (3.9 ml, 36.4 mmol) in 25 ml of N,N-dimethylformamide was heated at 120° C. for 1.1 hrs and cooled. The mixture was poured into water and extracted twice with ether. The ether layer was dried over magnesium sulfate, filtered, and concentrated to give an oil. The crude product was dissolved in ethyl acetate and filtered through a short pad of silica gel. The filtrate was redried over magnesium sulfate, filtered and concentrated under vacuum to give 10 g (95%) of product as an oil.

후처리

  1. temperaturecooled
  2. extractionextracted twice with ether
  3. dry with materialThe ether layer was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give an oil
  7. filtrationfiltered through a short pad of silica gel
  8. dry with materialThe filtrate was redried over magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-50bf3e7503df46bfaa8dd67ddc157eac
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05620677

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