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

HRID 222423노트

반응식

HRID 222423 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bc686003fcb94a83bb38f789ec6cb61c
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08207213B2

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