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4-Bromoaniline → 4-Bromo-N,N-dibutylaniline

HRID 2066351
ノート
印刷プレビュー

反応式

HRID 2066351 の反応式
Br[CH2:2][CH2:3][CH2:4][CH3:5].[Br:6][C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=1.[OH-].[K+]>>[CH2:2]([N:11]([CH2:2][CH2:3][CH2:4][CH3:5])[C:10]1[CH:12]=[CH:13][C:7]([Br:6])=[CH:8][CH:9]=1)[CH2:3][CH2:4][CH3:5]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 78074-BromoanilineHCID 8002Butyl bromideHCID 14797Potassium Hydroxide

生成物 1

HCID 131691524-Bromo-N,N-dibutylaniline収率 43%

実験手順

1-Bromobutane (41.1 g, 300 mmol), 4-bromoaniline (17.2 g, 100 mmol) and KOH (16.8 g, 300 mmol) were heated at reflux under nitrogen gas for about 18 hours. After cooling, the mixture was partitioned between water and hexane and the organic layer washed with water followed by brine. After drying over MgSO4 and filtering, the solvent was evaporated and the mixture distilled under reduced pressure. Distillate fractions collected between 25-100° C. and pressure of 360-210 mTorr contained a mixture of products and starting material. The fractions collected at 100-107° C. and 200 mTorr pressure afforded 12.1 g (43%) of pure product.

後処理

  1. temperatureat reflux under nitrogen gas for about 18 hours
  2. temperatureAfter cooling
  3. customthe mixture was partitioned between water and hexane
  4. washthe organic layer washed with water
  5. dry with materialAfter drying over MgSO4
  6. filtrationfiltering
  7. customthe solvent was evaporated
  8. distillationthe mixture distilled under reduced pressure
  9. customcollected between 25-100° C.
  10. additiona mixture of products
  11. customThe fractions collected at 100-107° C.

出典と根拠

ORDレコード
ord-abf5be9c8a984f5182ac79518f0c9d70
出典データセット
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08293451B2

反応ノート

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