Pyridine → HCID 87138679、化合物

HRID 41954

反応式

HRID 41954 の反応式
OC1C=C2C(CCC2=O)=CC=1OC.[N:14]1C=CC=CC=1.[N+:20]([C:23]1[CH:45]=[CH:44][C:26]([CH2:27][O:28]/[N:29]=[C:30]2\[CH2:31]C[CH2:33][C:34]3[C:39]\2=[CH:38][C:37]([O:40]C)=[C:36]([O:42][CH3:43])[CH:35]=3)=[CH:25][CH:24]=1)([O-:22])=O.C(OCC)(=O)C.CCCCCC>C(O)C>[N:20]1[O:22][N:14]=[C:24]2[CH:25]=[C:26]([CH2:27][O:28]/[N:29]=[C:30]3\[CH2:31][CH2:33][C:34]4[C:39]\3=[CH:38][C:37]([OH:40])=[C:36]([O:42][CH3:43])[CH:35]=4)[CH:44]=[CH:45][C:23]=12

参加物

6

反応物 4

HCID 1049PyridineHCID 2331486-hydroxy-5-methoxy-2,3-dihydro-1H-inden-1-oneHCID 21226206Ethyl acetate hexaneHCID 87138450(E)-6,7-dimethoxy-N-[(4-nitrophenyl)methoxy]-3,4-dihydro-2H-naphthalen-1-imine

生成物 1

HCID 87138679HCID 87138679、化合物収率 9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

6-Hydroxy-5-methoxy-1-indanone (76 mg, 0.43 mmol) was subjected to reaction with 0-(benzo[c][1,2,5]oxadiazol-5-ylmethyl)hydroxylamine hydrochloride (97 mg, 0.48 mmol) in ethanol (2 mL) and pyridine (0.2 mL, 2.58 mmol) under the same conditions as described for (E)-6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one O-4-nitrobenzyl oxime. Subjection of the material obtained on work up to flash chromatography (3:7 v/v ethyl acetate/hexane elution) afforded the title compound as off-white crystals (13 mg, 9%), m.p. 145° C. (with decomposition), Rf 0.3.

出典と根拠

ORDレコード
ord-b2155ae28c804847be4e785fecb0b635
出典データセット
uspto-grants-2013_09
特許番号
US08536157B2

関連ノート

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