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Thionyl Chloride → Butyl 7-methoxy-1H-indole-2-carboxylate

HRID 1762933
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반응식

HRID 1762933 반응식
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[NH:10][C:9]([C:12]([OH:14])=[O:13])=[CH:8]2.S(Cl)(Cl)=O>C1(C)C=CC=CC=1>[CH2:4]([O:13][C:12]([C:9]1[NH:10][C:11]2[C:7]([CH:8]=1)=[CH:6][CH:5]=[CH:4][C:3]=2[O:2][CH3:1])=[O:14])[CH2:3][CH2:11][CH3:7]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 1681875-Methoxyindole-2-carboxylic acid

생성물 1

HCID 13089716Butyl 7-methoxy-1H-indole-2-carboxylate수율 105.7%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A suspension of 6.0 g of 7-methoxyindole-2carboxylic acid in 100 ml of toluene is combined with 4.3 ml of thionyl chloride; the mixture is heated under stirring for 3 hours to 90° C., then concentrated under vacuum. The residue is combined with 50 ml of n-butanol and heated for one hour under reflux Then the mixture is evaporated to dryness under vacuum, the oily residue is boiled with 60 ml of petroleum ether, the clear solution is decanted from the dark residue, and cooling of the solution yields 4.1 g of 7-methoxyindole-2-carboxylic acid n-butyl ester, mp 66°-69° C.

후처리

  1. temperaturethe mixture is heated
  2. concentrationconcentrated under vacuum
  3. temperatureheated for one hour
  4. temperatureunder reflux
  5. customthe mixture is evaporated to dryness under vacuum
  6. customthe clear solution is decanted from the dark residue
  7. temperaturecooling of the solution

출처 및 근거

ORD 기록
ord-8f47fd815f2a4ae19a3b534dd8a00920
출처 데이터셋
uspto-grants-1989_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04835175

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