Lithium hydroxide, monohydrate → 2-(Phenylamino)terephthalic acid

HRID 970315ノート

反応式

HRID 970315 の反応式
C[O:2][C:3](=[O:21])[C:4]1[CH:13]=[C:12]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:7]([C:8]([O:10]C)=[O:9])=[CH:6][CH:5]=1.O.[OH-].[Li+]>CO.C1COCC1.O>[C:15]1([NH:14][C:12]2[C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=[C:4]([CH:13]=2)[C:3]([OH:21])=[O:2])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

参加物

6

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 16748523Dimethyl 2-anilinobenzene-1,4-dicarboxylate

生成物 1

HCID 114482562-(Phenylamino)terephthalic acid収率 96%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of compound 1A (4.56 g, 16.0 mmol) and lithium hydroxide monohydrate (2.0 g, 48.0 mmol) in MeOH (32 mL), THF (32 mL) and water (16 mL) was heated to reflux for 0.5 h. HPLC indicated that the reaction was complete. The organic solvents were removed under reduced pressure, and the aqueous residue was diluted with water. The pH was adjusted to 3.0 with 6N aqueous hydrochloric acid. The resulting precipitate was collected by vacuum filtration, rinsed with water and dried under reduced pressure to provide 3.95 g (96%) of 1B as a bright yellow solid. HPLC retention time=2.75 min. (Condition A) and LC/MS M++1=258+.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 0.5 h
  3. customThe organic solvents were removed under reduced pressure
  4. additionthe aqueous residue was diluted with water
  5. filtrationThe resulting precipitate was collected by vacuum filtration
  6. washrinsed with water
  7. customdried under reduced pressure

出典と根拠

ORDレコード
ord-99b5d171484642b2acb4db020969c60d
出典データセット
uspto-grants-2007_12
特許番号
US07312209B2

反応ノート

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