Hydrochloric Acid → Ethyl 3-oxo-3-(thiophen-3-yl)propanoate

HRID 21570

反応式

HRID 21570 の反応式
C(NC1CCCCC1)(C)C.[Li]CCCC.[S:16]1[CH:20]=[CH:19][C:18]([C:21](Cl)=[O:22])=[CH:17]1.Cl.[CH3:25][CH2:26][O:27][C:28]([CH3:30])=[O:29]>C1COCC1.[Cl-].[Na+].O>[O:22]=[C:21]([C:18]1[CH:19]=[CH:20][S:16][CH:17]=1)[CH2:30][C:28]([O:27][CH2:26][CH3:25])=[O:29]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 8857Ethyl Acetate2 回HCID 62386CyclohexylisopropylamineHCID 27763773-Thenoyl chlorideHCID 178418339Butyllithium

生成物 1

HCID 10535956Ethyl 3-oxo-3-(thiophen-3-yl)propanoate

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 57417360Sodium chloride; water溶媒

実験手順

To a solution of N-isopropylcyclohexylamine (5.64 g) in THF (80 mL) cooled to -78° C. under nitrogen was added nBuLi (25 mL, 1.6M in hexane) and the mixture was stirred for 30 min. EtOAc (1.95 mL) was added and after a further 30 min., 3-thiophene carbonyl chloride (from Step 1) dissolved in 3 mL THF was added. After 30 min., 1N HCl (75 mL) was added followed by brine and EtOAc. The organic layer was separated, dried and concentrated. Purification by column chromatography (5% EtOAc/hexane) afforded the title compound as an oil.

後処理

  1. additionwas added
  2. waitAfter 30 min.
  3. customThe organic layer was separated
  4. customdried
  5. concentrationconcentrated
  6. customPurification by column chromatography (5% EtOAc/hexane)

出典と根拠

ORDレコード
ord-3fafb40f159e43c99b50e87fa2e6886b
出典データセット
uspto-grants-1995_06
特許番号
US05424320

関連ノート

読み込み中…