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

HRID 970315노트

반응식

HRID 970315 반응식
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

참가 물질

6

반응물 2

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

생성물 1

HCID 114482562-(Phenylamino)terephthalic acid수율 96%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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+.

후처리

  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

출처 및 근거

ORD 기록
ord-99b5d171484642b2acb4db020969c60d
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07312209B2

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