Methanol → 2-Indolylacetic acid

HRID 2395265

反応式

HRID 2395265 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

HCID 43717522-Indolylacetic acid収率 72.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6467a3cca2874f298a34498c1a255505
出典データセット
uspto-grants-1998_09
特許番号
US05814644

関連ノート

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