Triethylamine → N-hydroxy-N-(1-hydroxy-2-naphthyl)-4-methoxycarbonylbutanamide

HRID 1886257

反応式

HRID 1886257 の反応式
Cl.[OH:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[NH:13][OH:14].C(N(CC)CC)C.[CH3:22][O:23][C:24]([CH2:26][CH2:27][CH2:28][C:29](O)=[O:30])=[O:25].OS([O-])(=O)=O.[K+]>C1COCC1.O>[OH:14][N:13]([C:4]1[CH:5]=[CH:6][C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[OH:2])[C:29](=[O:30])[CH2:28][CH2:27][CH2:26][C:24]([O:23][CH3:22])=[O:25]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 73917Monomethyl glutarateHCID 516920Potassium bisulfateHCID 85613850HCID 85613850、化合物

生成物 1

HCID 9882881N-hydroxy-N-(1-hydroxy-2-naphthyl)-4-methoxycarbonylbutanamide収率 56%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Into a solution of 2 g (9.5 mmol) of 1-hydroxy-2-naphthylhydroxylamine hydrochloride in THF (10 ml) and water (2 ml) was added 2 ml (14.2 mmol) of triethylamine, the mixture was cooled to 0° C., and 395 mg (2.4 mmol) of acid chloride of 4-methoxycarbonylbutanoic acid was added followed by stirring at room temperature. Aqueous KHSO4 was then added and the mixture extracted with CH2Cl2. The organic layer was dried over anhydrous magnesium sulfate, the solvent was removed under a reduced pressure, and the residue subjected to silica gel column chromatography to give 405 mg (56%) of a hydroxyamic acid derivative.

後処理

  1. extractionthe mixture extracted with CH2Cl2
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customthe solvent was removed under a reduced pressure

出典と根拠

ORDレコード
ord-86ac543fa22749e18aab843bc2f5ad89
出典データセット
uspto-grants-1992_09
特許番号
US05149859

関連ノート

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