Sodium Hydroxide → 1,4-Bis[(phenylmethyl)oxy]-2,3-naphthalenedicarboxylic acid

HRID 913163ノート

反応式

HRID 913163 の反応式
[C:1]1([CH2:7][O:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:11]([C:27]([O:29]CC)=[O:28])[C:10]=2[C:32]([O:34]CC)=[O:33])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C>[C:1]1([CH2:7][O:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:11]([C:27]([OH:29])=[O:28])[C:10]=2[C:32]([OH:34])=[O:33])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 58012491Diethyl 1,4-bis[(phenylmethyl)oxy]-2,3-naphthalenedicarboxylate

生成物 1

HCID 4380201,4-Bis[(phenylmethyl)oxy]-2,3-naphthalenedicarboxylic acid収率 89.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of diethyl 1,4-bis[(phenylmethyl)oxy]-2,3-naphthalenedicarboxylate (4.78 g, 9.88 mmol), ethanol (75 ml), and 2N aqueous sodium hydroxide solution (75 ml) was refluxed for 2 hours. The reaction mixture was cooled and evaporated. This was acidified with HCl (2N) and the resulting cream solid was collected by filtration and washed with water. This was dried under vacuum to give the title compound (3.79 g, 8.86 mmol). LC/MS: Rt=3.15, [MH]− 427.

後処理

  1. temperaturewas refluxed for 2 hours
  2. temperatureThe reaction mixture was cooled
  3. customevaporated
  4. filtrationthe resulting cream solid was collected by filtration
  5. washwashed with water
  6. customThis was dried under vacuum

出典と根拠

ORDレコード
ord-59c5122c778e48a6b906ff8f8f237251
出典データセット
uspto-grants-2011_09
特許番号
US08026270B2

反応ノート

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