Water → 4-(bromomethyl)-N-[(trimethylsilyl)methyl]naphthalene-1-carboxamide

HRID 1873475노트

반응식

HRID 1873475 반응식
[Br:1][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([OH:15])=O)=[CH:5][CH:4]=1.[CH3:16][Si:17]([CH3:21])([CH3:20])[CH2:18][NH2:19].Cl.CN(C)CCCN=C=NCC.O>ClCCl>[Br:1][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([NH:19][CH2:18][Si:17]([CH3:21])([CH3:20])[CH3:16])=[O:15])=[CH:5][CH:4]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 874881-(Trimethylsilyl)methylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 109783504-(bromomethyl)naphthalene-1-carboxylic Acid

생성물 1

HCID 580920724-(bromomethyl)-N-[(trimethylsilyl)methyl]naphthalene-1-carboxamide수율 32.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-(bromomethyl)naphthalen-1-carboxylic acid (7 g), 1-(trimethylsilyl)methylamine (2.7 g), N,N-dimethylaminopyridine (0.1 g) and N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (6.6 g) were dissolved in dichloromethane (30 ml), and stirred for 5 hours at room temperature. Water was added to the reaction mixture, and then organic layers, were separated and dried over magnesium sulfate. After filtering the reaction mixture, the solvent was distilled off under reduced pressure, and the resulting mixture was purified by silica gel chromatography, to obtain 4-(bromomethyl)-N-[(trimethylsilyl)methyl]naphthalene-1-carboxamide (3 g).

후처리

  1. customorganic layers, were separated
  2. dry with materialdried over magnesium sulfate
  3. filtrationAfter filtering the reaction mixture
  4. distillationthe solvent was distilled off under reduced pressure
  5. customthe resulting mixture was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-bbba0753b84f493ba611971039387096
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304371B2

반응 노트

불러오는 중…