6-Methoxynaphthalene-1-carbaldehyde → 4-(6-Methoxy-2-naphthalenyl)-3-buten-2-one

HRID 618857노트

반응식

HRID 618857 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](C=O)=[CH:8][CH:7]=[CH:6]2>CC(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([CH:11]=[CH:12][C:3](=[O:2])[CH3:4])[CH:7]=[CH:6]2

참가 물질

3

반응물 1

HCID 128430406-Methoxynaphthalene-1-carbaldehyde

생성물 1

HCID 534099264-(6-Methoxy-2-naphthalenyl)-3-buten-2-one수율 41%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

U.S. Pat. No. 4,061,779 discloses the base-promoted condensation between 6-methoxy-naphthaldehyde I and acetone to give 4-(6-methoxy-2-naphthyl)-3-buten-2-one in a 41% yield (example 20). 4-(6-Methoxy-2-naphthyl)-3-buten-2-one is purified by chromatography on silica gel column as it is contaminated by different impurities due to the binding of other acetone molecules to the keto functionality. Nabumetone V is obtained by Pd/C catalyzed hydrogenation (example 21). Nabumetone V in the amorphous form, starting from 6-methoxy-naphthaldehyde, is obtained in a 29 mol % yield.

출처 및 근거

ORD 기록
ord-6722b4ffc3ed4f5e9e0e3df2b2c3f237
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05955635

반응 노트

불러오는 중…