Hydrochloric Acid → HCID 24694245、化合物

HRID 1942246ノート

反応式

HRID 1942246 の反応式
C[O:2][C:3](=[O:13])[CH2:4][S:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][N:7]=1.O[Li].O.Cl>C1COCC1.O>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([S:5][CH2:4][C:3]([OH:13])=[O:2])=[N:7][CH:8]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 60735499HCID 60735499、化合物

生成物 1

HCID 24694245HCID 24694245、化合物収率 98.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To the solution of the ester 14 (0.43 g, 2.0 mmol) in THF (18 mL) was added LiOH.H2O (0.17 g, 4 mmol) as a solution in 5 mL of H2O. The reaction mixture was stirred at room temperature and monitored by TLC. When no staring material was observed, the reaction mixture was acidified with 1N HCl, (˜4.5 mL) and concentrated under reduce pressure to remove the organic solvent. The mixture was diluted with 15 mL of H2O and extracted with EtOAc (2×120 mL). The organic layer was washed with brine, dried over Na2SO4, concentrated and dried under high vacuum over P2O5 to give 0.40 g (98% yield) of compound 15 which was used in subsequent reaction without further purification.

後処理

  1. concentrationconcentrated
  2. customto remove the organic solvent
  3. additionThe mixture was diluted with 15 mL of H2O
  4. extractionextracted with EtOAc (2×120 mL)
  5. washThe organic layer was washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated
  8. dry with materialdried under high vacuum over P2O5

出典と根拠

ORDレコード
ord-14caf50d0ffa42799f814e38831e70e4
出典データセット
uspto-grants-2013_03
特許番号
US08389546B2

反応ノート

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