Propiolic Acid → 3-[(1H-Indol-3-yl)sulfanyl]prop-2-enoic acid

HRID 918473ノート

反応式

HRID 918473 の反応式
[C:1]([OH:5])(=[O:4])[C:2]#[CH:3].[SH:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][CH:8]=1>[OH-].[Na+]>[NH:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]([S:6][CH:3]=[CH:2][C:1]([OH:5])=[O:4])=[CH:8]1

参加物

4

反応物 2

HCID 10110Propiolic AcidHCID 102001H-Indole-3-thiol

生成物 1

HCID 544439283-[(1H-Indol-3-yl)sulfanyl]prop-2-enoic acid収率 80.3%

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒

反応条件

温度
95 °C

実験手順

A mixture of 35.0 g (0.5 mole) of propiolic acid, 97 g (0.5 mole) of 3-mercaptoindole and 500 ml of 1N NaOH solution is stirred for 1 hour at 95°C. The solution is cooled and the precipitated solid washed with water and discarded. The filtrate is acidified with 4N HCl and the gummy precipitate extracted with ether. The ether is dried and evaporated and the residue recrystallized from 250 ml of acetonitrile to give 88 g of product, mp 172-173°C.

後処理

  1. temperatureThe solution is cooled
  2. washthe precipitated solid washed with water
  3. extractionthe gummy precipitate extracted with ether
  4. dry with materialThe ether is dried
  5. customevaporated
  6. customthe residue recrystallized from 250 ml of acetonitrile

出典と根拠

ORDレコード
ord-df35bca2828446d5b51ebe6ab69b41b1
出典データセット
uspto-grants-1976_07
特許番号
US03971806

反応ノート

読み込み中…