Methyl cyanoacetate → Indole

HRID 1808672

반응식

HRID 1808672 반응식
C[N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](C=O)=[C:3]1C1C=CC=CC=1.C(CC(OC)=O)#N.N1CCCCC1>CO>[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3]1

참가 물질

5

반응물 3

HCID 7747Methyl cyanoacetateHCID 8082PiperidineHCID 744681H-Indole-3-carboxaldehyde, 1-methyl-2-phenyl-

생성물 1

HCID 798Indole수율 263.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To 120 ml of methanol were added 23.5 g (0.10 mol) of 1-methyl-2-phenyl-1H-indole-3-carbaldehyde and 11.9 g (0.12 mol) of methyl cyanoacetate to produce a mixture. Subsequently, 2.5 g (0.03 mol) of piperidine was added to the mixture, reacted under reflux for 6 hours, and cooled to room temperature to precipitate a crystal. The obtained crystal was washed with a small amount of methanol, and then dried to give 30.9 g of a light-yellow crystalline indole compound A having a structure of the general Chemical Formula (1) in which R1 was methyl group and R2 was methyl group. The melting point of the obtained indole compound A was 193.7° C.

후처리

  1. customto produce a mixture
  2. customreacted
  3. temperatureunder reflux for 6 hours
  4. customto precipitate a crystal
  5. washThe obtained crystal was washed with a small amount of methanol
  6. customdried

출처 및 근거

ORD 기록
ord-49669eb5cbd143bb9afba59f582bd187
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08361625B2

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