Ethylparaben → Ethyl 4-{[7-(4-chlorophenoxy)heptyl]oxy}benzoate

HRID 262586ノート

反応式

HRID 262586 の反応式
[Na].[OH:2][C:3]1[CH:13]=[CH:12][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:5][CH:4]=1.Br[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][O:22][C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=1>C(O)C>[CH2:10]([O:9][C:7]([C:6]1[CH:5]=[CH:4][C:3]([O:2][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][O:22][C:23]2[CH:24]=[CH:25][C:26]([Cl:29])=[CH:27][CH:28]=2)=[CH:13][CH:12]=1)=[O:8])[CH3:11]

参加物

5

反応物 3

HCID 8434EthylparabenHCID 5360545SodiumHCID 129864911-Bromo-7-(4-chlorophenoxy)-heptane

生成物 1

HCID 71369541Ethyl 4-{[7-(4-chlorophenoxy)heptyl]oxy}benzoate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

実験手順

Sodium (2.5 g., 0.11 M) was dissolved in absolute ethanol (50 ml) and ethyl 4-hydroxybenzoate (16.6 g., 0.10 M) in ethanol (50 ml) was added at room temperature. The mixture was stirred at room temperature for 15 min, 1-bromo-7-(4-chlorophenoxy)-heptane (0.10 M) in ethanol (50 ml) was added in one portion and the mixture was boiled under reflux with stirring for 24 hours. The hot solution was filtered to remove sodium bromide, the ethanol removed under vacuum, the product dissolved in dichloromethane (100 ml) and washed with 5% sodium hydroxide solution (2×100 ml) and water (2×100 ml). The dichloromethane solution was dried (MgSO4), filtered, evaporated and the product purified by crystallisation, from ethanol m.p. 70°-71°.

後処理

  1. temperatureunder reflux
  2. stirringwith stirring for 24 hours
  3. filtrationThe hot solution was filtered
  4. customto remove sodium bromide
  5. customthe ethanol removed under vacuum
  6. dissolutionthe product dissolved in dichloromethane (100 ml)
  7. washwashed with 5% sodium hydroxide solution (2×100 ml) and water (2×100 ml)
  8. dry with materialThe dichloromethane solution was dried (MgSO4)
  9. filtrationfiltered
  10. customevaporated
  11. customthe product purified by crystallisation, from ethanol m.p. 70°-71°

出典と根拠

ORDレコード
ord-f648f8f624b04163b68b6d935139a87e
出典データセット
uspto-grants-1979_05
特許番号
US04154850

反応ノート

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