Lithium hydroxide, monohydrate → 2-(2-Cyclopropyloxazol-4-yl)acetic acid

HRID 82210ノート

反応式

HRID 82210 の反応式
O.[OH-].[Li+].[CH:4]1([C:7]2[O:8][CH:9]=[C:10]([CH2:12][C:13]([O:15]CC)=[O:14])[N:11]=2)[CH2:6][CH2:5]1>C1COCC1.O>[CH:4]1([C:7]2[O:8][CH:9]=[C:10]([CH2:12][C:13]([OH:15])=[O:14])[N:11]=2)[CH2:5][CH2:6]1

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 86672106Ethyl 2-(2-cyclopropyloxazol-4-yl)acetate

生成物 1

HCID 821250972-(2-Cyclopropyloxazol-4-yl)acetic acid収率 66%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium hydroxide monohydrate (7.83 g, 186.7 mmol) was added to ethyl (2-cyclopropyl-1,3-oxazol-4-yl)acetate (Preparation 154, 7.00 g, 35.9 mmol) in THF (200 mL) and water (100 mL). The mixture was stirred at room temperature for 2 hours then the reaction mixture volume was reduced to one third by evaporation in vacuo. The aqueous residue was acidified using aqueous HCl (1.0 M) then extracted with EtOAc (200 mL). The organic phase was evaporated in vacuo and the crude material was triturated with diethyl ether (100 mL) to afford the title compound as a white solid in 66% yield, 4.00 g.

後処理

  1. customthe reaction mixture volume was reduced to one third by evaporation in vacuo
  2. extractionthen extracted with EtOAc (200 mL)
  3. customThe organic phase was evaporated in vacuo
  4. customthe crude material was triturated with diethyl ether (100 mL)

出典と根拠

ORDレコード
ord-99f63dc072ae404fa418fbbaec48ec6b
出典データセット
uspto-grants-2014_09
特許番号
US08846698B2

反応ノート

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