Methanol → 2-Indolylacetic acid

HRID 2395265

반응식

HRID 2395265 반응식
[OH-].[Li+].[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]1[CH2:12][C:13]([O:15]C)=[O:14].CO>O.C1COCC1>[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]1[CH2:12][C:13]([OH:15])=[O:14]

참가 물질

6

반응물 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 10932216Methyl 2-(1H-indol-2-yl)acetate

생성물 1

HCID 43717522-Indolylacetic acid수율 72.7%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of lithium hydroxide (346 mg, 8.25 mmol) in water (2 ml) was added to methyl indole-2-acetate (520 mg, 2.75 mmol) (prepared using the method of Capuano et al, Chem. Ber., 1986, 119, 2069) in THF (2 ml) and methanol (6 ml) and the mixture stirred for 1 h. The mixture was concentrated in vacuo, diluted with water (20 ml) and extracted with diethyl ether (2×10 ml). The aqueous layer was carefully acidified to pH 2 with 1M HCl and extracted into dichloromethane (3×20 ml). The extracts were dried (MgSO4) and evaporated in vacuo to give indole-2-acetic acid (350 mg, 72%) as a pink solid.

후처리

  1. customprepared
  2. concentrationThe mixture was concentrated in vacuo
  3. additiondiluted with water (20 ml)
  4. extractionextracted with diethyl ether (2×10 ml)
  5. extractionextracted into dichloromethane (3×20 ml)
  6. dry with materialThe extracts were dried (MgSO4)
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-6467a3cca2874f298a34498c1a255505
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05814644

연결된 노트

불러오는 중…