Sodium Hydroxide → [1-(1-(p-Bromobenzyl)-5-methoxy-2-methylindol-3-yl)cyclopropyl]acetic acid

HRID 1451535ノート

反応式

HRID 1451535 の反応式
[Br:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=3)[C:9]([C:18]3([CH2:21][C:22]([O:24]C)=[O:23])[CH2:20][CH2:19]3)=[C:8]2[CH3:26])=[CH:4][CH:3]=1.[OH-].[Na+]>CO.CCOCC.CCCCCC>[Br:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=3)[C:9]([C:18]3([CH2:21][C:22]([OH:24])=[O:23])[CH2:20][CH2:19]3)=[C:8]2[CH3:26])=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 53800337Methyl [1-(1-(p-bromobenzyl)-5-methoxy-2-methylindol-3-yl)cyclopropyl]acetate

生成物 1

HCID 19041685[1-(1-(p-Bromobenzyl)-5-methoxy-2-methylindol-3-yl)cyclopropyl]acetic acid収率 78%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 21584099Diethylether hexane溶媒

実験手順

To the methyl ester from Step 7 (1.63 g, 3.68 mmol) in 20 mL of methanol was added 5 mL of 2N NaOH, and the mixture was heated to reflux for 2 h then cooled. The reaction mixture was partitioned between ethyl acetate and 1M HCl. The organic layer was washed with brine, dried over MgSO4 and evaporated to give a solid. This material was swished twice in 15% ether/hexane to provide 1.23 g of the title compound.

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 2 h
  3. temperaturethen cooled
  4. customThe reaction mixture was partitioned between ethyl acetate and 1M HCl
  5. washThe organic layer was washed with brine
  6. dry with materialdried over MgSO4
  7. customevaporated
  8. customto give a solid

出典と根拠

ORDレコード
ord-2cfd5522bbad4582b830604fd9c9f0e7
出典データセット
uspto-grants-1997_02
特許番号
US05604253

反応ノート

読み込み中…