Ethanol → 2-Chloro-4-fluorobenzyl ethyl ether

HRID 231418ノート

反応式

HRID 231418 の反応式
[H-].[Na+].[CH2:3]([OH:5])[CH3:4].[H][H].[Cl:8][C:9]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:10]=1[CH2:11]Br>O1CCCC1>[CH2:3]([O:5][CH2:11][C:10]1[CH:13]=[CH:14][C:15]([F:17])=[CH:16][C:9]=1[Cl:8])[CH3:4]

参加物

6

反応物 4

HCID 702EthanolHCID 24758Sodium hydrideHCID 27250621-(Bromomethyl)-2-chloro-4-fluorobenzeneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 145018362-Chloro-4-fluorobenzyl ethyl ether

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Tetrahydrofuran (50 ml) was added to stirred sodium hydride (1.26 g, 0.053 mole) under a nitrogen atmosphere while being cooled in an ice-water bath. Absolute ethanol (5 ml) was then added dropwise and the reaction stirred until hydrogen evolution ceased. A solution of 2-chloro-4-fluorobenzyl bromide (10.62 g, 0.0475 mole ) in tetrahydrofuran (10 ml) was then added to the reaction mixture. The reaction mixture was allowed to stir at ambient temperature overnight. Ethanol and tetrahydrofuran were removed under reduced pressure. The reaction mixture was diluted with diethyl ether (200 ml), washed with water (4×75 ml), dried (magnesium sulfate) and concentrated under reduced pressure to remove solvent. The residue was distilled at low pressure yielding 5.27 g of 2-chloro-4-fluorobenzyl ethyl ether, b.p. 67°-68° C./10 mm Hg. The nmr spectrum was consistent with the proposed structure.

後処理

  1. temperaturewhile being cooled in an ice-water bath
  2. customEthanol and tetrahydrofuran were removed under reduced pressure
  3. additionThe reaction mixture was diluted with diethyl ether (200 ml)
  4. washwashed with water (4×75 ml)
  5. dry with materialdried (magnesium sulfate)
  6. concentrationconcentrated under reduced pressure
  7. customto remove solvent
  8. distillationThe residue was distilled at low pressure

出典と根拠

ORDレコード
ord-9d30306aa07d4889b9eca28842172259
出典データセット
uspto-grants-1989_07
特許番号
US04846882

反応ノート

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