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

HRID 1753084노트

반응식

HRID 1753084 반응식
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

참가 물질

5

반응물 2

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

생성물 1

HCID 821250972-(2-Cyclopropyloxazol-4-yl)acetic acid수율 66.7%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

Lithium hydroxide monohydrate (7.83 g, 186.7 mmol) was added to ethyl (2-cyclopropyl-1,3-oxazol-4-yl)acetate (Preparation 91, 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 1M HCl 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 (66%, 4.00 g).

후처리

  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)

출처 및 근거

ORD 기록
ord-0e8c68938b9b4be091ffb4cb8f1ab65f
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09163021B2

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