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

HRID 1886257노트

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HRID 1886257 반응식
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]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 73917Monomethyl glutarateHCID 516920Potassium bisulfateHCID 85613850HCID 85613850, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-86ac543fa22749e18aab843bc2f5ad89
출처 데이터셋
uspto-grants-1992_09
특허 번호
US05149859

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