Tetrahydrofuran → (2-Anilinopyridin-3-yl)methanol

HRID 2194525노트

반응식

HRID 2194525 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].O1CCCC1.[C:12]1([NH:18][C:19]2[N:27]=[CH:26][CH:25]=[CH:24][C:20]=2[C:21](O)=[O:22])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[OH-].[Na+]>C(OCC)(=O)C>[C:12]1([NH:18][C:19]2[C:20]([CH2:21][OH:22])=[CH:24][CH:25]=[CH:26][N:27]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

6

반응물 4

HCID 8028Tetrahydrofuran2회HCID 14798Sodium HydroxideHCID 14817992-Anilinonicotinic acidHCID 21226445Aluminium lithium hydride

생성물 1

HCID 13986159(2-Anilinopyridin-3-yl)methanol수율 108.7%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

Under a nitrogen gas stream, 2.41 g (63.4 mmol) of lithium aluminum hydride was added to tetrahydrofuran (80 mL) under ice cooling, and a tetrahydrofuran (30 mL) solution of 6.79 g (31.7 mmol) of 2-(phenylamino)nicotinic acid was added dropwise to the above solution. The resulting mixture was stirred for 2 hours at room temperature. Ethyl acetate was added to the reaction mixture, and 25 mL of a 10% aqueous solution of sodium hydroxide was further added thereto. Insoluble materials were filtered off. The filtrate was concentrated, and the residue thus obtained was dissolved in ethyl acetate, dried, filtered, and concentrated. Thus, 6.9 g of the title compound was obtained as a yellow viscous product (yield: quantitative).

후처리

  1. additionwas further added
  2. filtrationInsoluble materials were filtered off
  3. concentrationThe filtrate was concentrated
  4. customthe residue thus obtained
  5. customdried
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-05ffb3b666654e4e944b06fc396c8e6c
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08334236B2

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