Hydrochloric Acid → 5,6-dihydro-2H-thiopyran-3-carboxylic acid

HRID 1053965ノート

反応式

HRID 1053965 の反応式
[S:1]1[CH2:6][CH2:5][CH:4]=[C:3]([C:7]([O:9]C)=[O:8])[CH2:2]1.CO.[OH-].[Li+].Cl>O.C1COCC1>[S:1]1[CH2:6][CH2:5][CH:4]=[C:3]([C:7]([OH:9])=[O:8])[CH2:2]1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 10351950Methyl 5,6-dihydro-2H-thiopyran-3-carboxylate

生成物 1

HCID 102409305,6-dihydro-2H-thiopyran-3-carboxylic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 5,6-dihydro-2H-thiopyran-3-carboxylate (1.0 g, 6.32 mmol) in 10:1 MeOH:THF (16.5 mL) was added lithium hydroxide (0.30 g, 13 mmol) in water (15 mL). The resulting mixture was stirred at ambient temperature for 4 hours. The reaction mixture was carefully acidified with 1N aqueous HCl, and extracted with EtOAc (3×). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to afford the title compound. The residue was carried forward without further purification.

後処理

  1. extractionextracted with EtOAc (3×)
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-923c220d7c074c7a8a8c7586d40c0824
出典データセット
uspto-grants-2016_07
特許番号
US09394282B2

反応ノート

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