Sodium Hydroxide → 3-Cyclopropyl-benzo[b]thiophene-2-carboxylic acid

HRID 2405875ノート

反応式

HRID 2405875 の反応式
C([O:3][C:4]([C:6]1[S:10][C:9]2[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=2[C:7]=1[CH:15]1[CH2:17][CH2:16]1)=[O:5])C.[OH-].[Na+]>C(O)C>[CH:15]1([C:7]2[C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[S:10][C:6]=2[C:4]([OH:5])=[O:3])[CH2:16][CH2:17]1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 59651664HCID 59651664、化合物

生成物 1

HCID 579205163-Cyclopropyl-benzo[b]thiophene-2-carboxylic acid収率 79.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of compound 674-B (2.68 g, 10.9 mmol) in ethanol (30 mL) was treated with 3N aqueous sodium hydroxide (5.4 mL, 16.2 mmol) and refluxed for 2 h. The solution was cooled, and the solvent was evaporated in vacuo. The residue was dissolved in water and washed with dichloromethane. The aqueous phase was acidified with concentrated hydrochloric acid, and the product was extracted into ethyl acetate, washed with brine, dried over Na2SO4, filtered and the solvent was evaporated in vacuo, to afford 1.9 g of compound 674-C as a colorless solid. 1H-NMR (DMSO-d6): δ 0.58-1.37 (m, 4H), 2.44-2.47 (m, 1H), 7.13-7.61 (m, 2H), 7.98 (dd, 2H), 13.33 (br s, 1H).

後処理

  1. temperaturerefluxed for 2 h
  2. temperatureThe solution was cooled
  3. customthe solvent was evaporated in vacuo
  4. dissolutionThe residue was dissolved in water
  5. washwashed with dichloromethane
  6. extractionthe product was extracted into ethyl acetate
  7. washwashed with brine
  8. dry with materialdried over Na2SO4
  9. filtrationfiltered
  10. customthe solvent was evaporated in vacuo

出典と根拠

ORDレコード
ord-85f693c6488044c98cbad4d3f46c6e1c
出典データセット
uspto-grants-2014_08
特許番号
US08809327B2

反応ノート

読み込み中…