Ethanol → 1-(2-Methoxyethyl)piperidine-4-carbaldehyde

HRID 1795158노트

반응식

HRID 1795158 반응식
COC1C=C(N)C=C[C:8]=1[O:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16]O[CH2:14][CH2:13]1.[CH2:19]([OH:21])[CH3:20]>[Pd]>[CH3:8][O:9][CH2:10][CH2:11][N:12]1[CH2:13][CH2:14][CH:20]([CH:19]=[O:21])[CH2:16][CH2:17]1

참가 물질

4

반응물 2

HCID 702EthanolHCID 22185405HCID 22185405, 화합물

생성물 1

HCID 178939541-(2-Methoxyethyl)piperidine-4-carbaldehyde

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

4-[2-(2-Methoxy-4-nitro-phenoxy)-ethyl]-morpholine To a solution of (1-(2-hydroxyethyl)-morpholine) (1.94 ml, 16 mmol) in dimethylformamide was added sodium hydride [60% dispersion in oil] (544 mg, 16 mmol). After stirring at room temperature for 10 min, a solution of (1-chloro-2-methoxy-4-nitro-benzene) (3 g, 16 mmol) in dimethylformamide (10 ml) was added dropwise. The reaction mixture was left stirring at room temperature for 16 hours, concentrated, then the residue dissolved in ethyl acetate and washed with water. The organic phase was dried with magnesium sulphate, concentrated and the residue purified by column chromatography on silica gel to afford the title compound; MS(ES+) m/e 283 [M+H]+. Step 2. 3-Methoxy-4-(2-morpholin-4-yl-ethoxy)-phenylamine To a solution of the product of Step 1 (2.3 g, 8.6 mmol) in ethanol (100 ml) was added 10% palladium on charcoal (50 mg). The mixture was then stirred at room temperature under an atmosphere of hydrogen for 16 hours, filtered through celite and concentrated to give the title compound; MS(ES+) m/e 252 [M+H]+.

후처리

  1. filtrationfiltered through celite and
  2. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c1f4e202548643b8a6af7552c715765a
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07026336B1

반응 노트

불러오는 중…