Water → 1-(Cyclopentyloxy)-2-iodobenzene

HRID 53487

反応式

HRID 53487 の反応式
[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

参加物

7

反応物 4

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

生成物 1

HCID 153433181-(Cyclopentyloxy)-2-iodobenzene収率 95.3%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
120 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-50bf3e7503df46bfaa8dd67ddc157eac
出典データセット
uspto-grants-1997_04
特許番号
US05620677

関連ノート

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