Hydrochloric Acid → 5-[(2-Methoxyethoxy)methyl]-1,3-thiazole-2-carbaldehyde

HRID 1881880ノート

反応式

HRID 1881880 の反応式
[O:1]1CCO[CH:2]1[C:6]1[S:7][C:8]([CH2:11][O:12][CH2:13][CH2:14][O:15][CH3:16])=[CH:9][N:10]=1.Cl.C(=O)([O-])O.[Na+]>CC(C)=O>[CH3:16][O:15][CH2:14][CH2:13][O:12][CH2:11][C:8]1[S:7][C:6]([CH:2]=[O:1])=[N:10][CH:9]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 593316232-(1,3-Dioxolan-2-yl)-5-[(2-methoxyethoxy)methyl]-1,3-thiazole

生成物 1

HCID 593313455-[(2-Methoxyethoxy)methyl]-1,3-thiazole-2-carbaldehyde収率 81%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 2-(1,3-dioxolan-2-yl)-5-[(2-methoxyethoxy)methyl]-1,3-thiazole (0.40 g), 1M hydrochloric acid (2 mL) and acetone (10 mL) was stirred with heating under reflux for 4 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The obtained residue was subjected to silica gel column chromatography, and the title compound (0.26 g, yield 81%) was obtained as a colorless oil from a fraction eluted with ethyl acetate-hexane (3:1, volume ratio).

後処理

  1. temperaturewith heating
  2. temperatureunder reflux for 4 hr
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with saturated brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-98719fe730c84549a0accb5768b49e35
出典データセット
uspto-grants-2012_11
特許番号
US08318746B2

反応ノート

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