Salicylaldehyde → HCID 53250564、化合物

HRID 2169998

反応式

HRID 2169998 の反応式
C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[CH3:15][O:16][C:17]1[N:22]=[C:21]([NH2:23])[CH:20]=[CH:19][CH:18]=1.[OH:24][C:25]1[CH:32]=[CH:31][CH:30]=[CH:29][C:26]=1[CH:27]=O>O1CCCC1>[CH3:15][O:16][C:17]1[N:22]=[C:21]([NH:23][CH2:27][C:26]2[CH:29]=[CH:30][CH:31]=[CH:32][C:25]=2[OH:24])[CH:20]=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 6998Salicylaldehyde2 回HCID 5800532-Amino-6-methoxypyridine2 回HCID 5049666Sodium triacetoxyborohydride

生成物 1

HCID 53250564HCID 53250564、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

512 mg (2.41 mmol, 1.5 eq) of sodium triacetoxyborohydride are added to a solution of 200 mg (1.61 mmol, 1 eq) of 6-methoxypyridin-2-ylamine (starting material 1) and 236 mg (2.41 mmol, 1 eq) of 2-hydroxybenzaldehyde (starting material 2) in 20 ml of tetrahydrofuran. The solution is stirred at room temperature for 48 h. It is evaporated and the residue is taken up in 100 ml of dichloromethane and then extracted with a saturated aqueous solution of ammonium chloride. The aqueous phase is extracted twice with dichloromethane. The organic phases are combined and dried over sodium sulphate. The residue is chromatographed on silica gel (5/95 ethyl acetate/heptane). 2-[(6-methoxypyridin-2-ylamino)methyl]phenol is obtained in the form of a white solid. Melting point=103° C.

後処理

  1. customIt is evaporated
  2. extractionextracted with a saturated aqueous solution of ammonium chloride
  3. extractionThe aqueous phase is extracted twice with dichloromethane
  4. dry with materialdried over sodium sulphate
  5. customThe residue is chromatographed on silica gel (5/95 ethyl acetate/heptane)

出典と根拠

ORDレコード
ord-eb5da2db59fa4c4ba1211fd2a8aac93e
出典データセット
uspto-grants-2015_06
特許番号
US09050266B2

関連ノート

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