Sodium Hydroxide → 4-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)-3-methylbutanoic acid

HRID 1683988

反応式

HRID 1683988 の反応式
[Br:1][C:2]1[CH:29]=[CH:28][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]([CH2:18][CH:19]([CH3:26])[CH2:20][C:21]([O:23]CC)=[O:22])=[C:8]2[CH3:27])=[CH:4][CH:3]=1.[OH-].[Na+]>CO.C1COCC1>[Br:1][C:2]1[CH:29]=[CH:28][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]([CH2:18][CH:19]([CH3:26])[CH2:20][C:21]([OH:23])=[O:22])=[C:8]2[CH3:27])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 19041640HCID 19041640、化合物

生成物 1

HCID 98673334-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)-3-methylbutanoic acid

試薬・触媒・溶媒 1

HCID 21899815MeOH tetrahydrofuran溶媒

実験手順

To a solution of ester from Step 5 (3.5 g, 7.6 mmol) in MeOH/THF (50 mL/35 mL) was added 1M NaOH (22.9 mL, 22.9 mmol). After heating at reflux for 2 h, the mixture was concentrated under vacuum and the residue was partitioned between EtOAc/H2O containing HOAc (3 mL). The organic layer was washed with H2O, brine, and was then dried (MgSO4), filtered, and evaporated. The resulting solid was stirred vigorously with 1:10 EtOAc/hexane for 2 h to give, after filtration, 2.81 g of white solid.

後処理

  1. temperatureAfter heating
  2. temperatureat reflux for 2 h
  3. concentrationthe mixture was concentrated under vacuum
  4. customthe residue was partitioned between EtOAc/H2O
  5. additioncontaining HOAc (3 mL)
  6. washThe organic layer was washed with H2O, brine
  7. dry with materialwas then dried (MgSO4)
  8. filtrationfiltered
  9. customevaporated
  10. customto give
  11. filtrationafter filtration, 2.81 g of white solid

出典と根拠

ORDレコード
ord-ac7eb8223d4b4f35881e2520adcd1d84
出典データセット
uspto-grants-1997_06
特許番号
US05639780

関連ノート

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