Ethyl (3-Hydroxyphenyl)acetate → Ethyl 3[(2-nitro-3-phenylbenzofuran-5-yl)methoxy]phenylacetate

HRID 1706650ノート

反応式

HRID 1706650 の反応式
[O-]CC.[Na+].[OH:5][C:6]1[CH:7]=[C:8]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:9]=[CH:10][CH:11]=1.Br[CH2:19][C:20]1[CH:21]=[CH:22][C:23]2[O:27][C:26]([N+:28]([O-:30])=[O:29])=[C:25]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:24]=2[CH:37]=1>C(O)C>[N+:28]([C:26]1[O:27][C:23]2[CH:22]=[CH:21][C:20]([CH2:19][O:5][C:6]3[CH:7]=[C:8]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:9]=[CH:10][CH:11]=3)=[CH:37][C:24]=2[C:25]=1[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)([O-:30])=[O:29]

参加物

5

反応物 3

HCID 572437Ethyl (3-Hydroxyphenyl)acetateHCID 2723922Sodium ethoxideHCID 13531604HCID 13531604、化合物

生成物 1

HCID 20333822Ethyl 3[(2-nitro-3-phenylbenzofuran-5-yl)methoxy]phenylacetate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 0.0066 ml. of sodium ethoxide in 50 ml. of ethanol is added 1.2 g. (0.0066 mole) of ethyl 3-hydroxyphenylacetate. The mixture is heated at its reflux temperature for three hours, then 2 g. (0.006 mole) of 5-bromomethyl-2-nitro-3-phenylbenzofuran is added. The mixture is heated at its reflux temperature for 16 hours. On cooling of the reaction mixture a yellow precipitate is obtained which is separated by filtration. Recrystallization from a mixture of hexane and benzene provides ethyl 3[(2-nitro-3-phenylbenzofuran-5-yl)methoxy]phenylacetate, m.p. 67°-68° C.

後処理

  1. temperatureThe mixture is heated at its
  2. temperaturereflux temperature for three hours
  3. temperatureThe mixture is heated at its
  4. temperaturereflux temperature for 16 hours
  5. temperatureOn cooling of the reaction mixture a yellow precipitate
  6. customis obtained which
  7. customis separated by filtration
  8. customRecrystallization
  9. additionfrom a mixture of hexane and benzene

出典と根拠

ORDレコード
ord-96d623536871435588460ded9c9c174c
出典データセット
uspto-grants-1980_06
特許番号
US04208335

反応ノート

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