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Sodium Hydroxide → 6-(Methoxycarbonyl)naphthalene-2-carboxylic acid

HRID 585299
ノート
印刷プレビュー

反応式

HRID 585299 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:15]([O:17]C)=[O:16])[CH:11]=2)[CH:6]=1)=[O:4].[OH-].[Na+]>CN(C)C=O>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([C:15]([OH:17])=[O:16])[CH:9]=[CH:8]2)=[O:4]
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 2

HCID 14798Sodium HydroxideHCID 61225Dimethyl-2,6-naphthalenedicarboxylate

生成物 1

HCID 33802176-(Methoxycarbonyl)naphthalene-2-carboxylic acid収率 59.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2,6-naphthalenedicarboxylic acid dimethyl ester (26.0 g, 106 mmol) was dissolved in N,N-dimethylformamide (500 ml), and a 1N aqueous sodium hydroxide solution (106 ml) was added dropwise thereto at 100° C. over 30 minutes. After stirred for 3 hours, the solvent was distilled off under reduced pressure, water was added to the residue and the insolubles were filtered off. Concentrated hydrochloric acid (9 ml) was added to the filtrate, the precipitated crude product was filtered, washed with water, and recrystallized from hot methanol to obtain 6-(methoxycarbonyl)-2-naphthalenecarboxylic acid (14.6 g) as a white powder.

後処理

  1. distillationthe solvent was distilled off under reduced pressure, water
  2. additionwas added to the residue
  3. filtrationthe insolubles were filtered off
  4. additionConcentrated hydrochloric acid (9 ml) was added to the filtrate
  5. customthe precipitated crude product
  6. filtrationwas filtered
  7. washwashed with water
  8. customrecrystallized from hot methanol

出典と根拠

ORDレコード
ord-594f51b670d0431d827b73fdd5c9eb82
出典データセット
uspto-grants-2005_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06930185B2

反応ノート

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