1-(3-Hydroxy-4-methoxyphenyl)ethanone → 4-[[(E)-1-(3-hydroxy-4-methoxyphenyl)ethylideneamino]oxymethyl]benzonitrile

HRID 41939

反応式

HRID 41939 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([C:10](=O)[CH3:11])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].Cl.[C:14]([C:16]1[CH:24]=[CH:23][C:19]([CH2:20][O:21][NH2:22])=[CH:18][CH:17]=1)#[N:15]>>[C:14]([C:16]1[CH:24]=[CH:23][C:19]([CH2:20][O:21]/[N:22]=[C:10](/[C:4]2[CH:5]=[CH:6][C:7]([O:8][CH3:9])=[C:2]([OH:1])[CH:3]=2)\[CH3:11])=[CH:18][CH:17]=1)#[N:15]

参加物

3

反応物 2

HCID 956931-(3-Hydroxy-4-methoxyphenyl)ethanoneHCID 19692695113211-35-1

生成物 1

HCID 251004114-[[(E)-1-(3-hydroxy-4-methoxyphenyl)ethylideneamino]oxymethyl]benzonitrile収率 51%

実験手順

Acetophenone 12 (30 mg, 0.181 mmol) was condensed with O-(4-cyanobenzyl)hydroxylamine hydrochloride (35) (37 mg, 0.200 mmol) according to the general procedure II-B defined above. After being heated for 3 h the reaction mixture was cooled and the solvent removed under reduced pressure. The ensuing solid was filtered off and washed with cold isopropanol (3.0 mL) to afford the title compound CP30283 (27 mg, 51%) as a white solid, m.p. 125.9-129.7° C.

後処理

  1. temperatureAfter being heated for 3 h the reaction mixture
  2. temperaturewas cooled
  3. customthe solvent removed under reduced pressure
  4. filtrationThe ensuing solid was filtered off
  5. washwashed with cold isopropanol (3.0 mL)

出典と根拠

ORDレコード
ord-046a4e99e2c84c21b7473af2469c6e6d
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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