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

HRID 461631

반응식

HRID 461631 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

반응 조건

온도
95 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-aa51fc17db6c4242b488879b5773f65c
출처 데이터셋
uspto-grants-1977_12
특허 번호
US04064123

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