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Acetaldehyde → 9-Benzoyl-8-bromo-1,2,3,4-tetrahydrocarbazole-3-carboxylic acid

HRID 1605099
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HRID 1605099 반응식
[C:1]([N:9]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[Br:19])N=CC)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.BrC1C=CC=CC=1NN=CC.[CH2:31]1[CH:37]([C:38]([OH:40])=[O:39])[CH2:36][CH2:35][C:33](=O)[CH2:32]1.C(=O)C.Cl>O.C(O)(=O)C>[C:1]([N:9]1[C:33]2[CH2:32][CH2:31][CH:37]([C:38]([OH:40])=[O:39])[CH2:36][C:35]=2[C:18]2[C:13]1=[C:14]([Br:19])[CH:15]=[CH:16][CH:17]=2)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 177AcetaldehydeHCID 313Hydrochloric AcidHCID 1927304-Oxocyclohexanecarboxylic acidHCID 68139504Acetaldehyde 1-benzoyl-1-(2-bromophenyl)hydrazoneHCID 86733215Acetaldehyde 2-bromophenyl hydrazone

생성물 1

HCID 215486279-Benzoyl-8-bromo-1,2,3,4-tetrahydrocarbazole-3-carboxylic acid

시약·촉매·용매 2

HCID 176Acetic Acid용매2회HCID 962Water용매

실험 절차

A solution of acetaldehyde 1-benzoyl-1-(2-bromophenyl)hydrazone, prepared from 11 g. of acetaldehyde 2-bromophenyl hydrazone (see below), and 9.16 g. of cyclohexanone-4-carboxylic acid in 25 ml. glacial acetic acid was heated on a hot plate until evolution of acetaldehyde was no longer detected (about two hours), 25 ml. glacial acetic acid saturated with hydrogen chloride was added and heating was continued for 30 minutes. The mixture was cooled and cautiously diluted with water, and the resulting solid was collected by filtration and washed with water to give 2.24 g. of the title compound; m.p. 196°-198°C. (chloroform-heptane).

후처리

  1. custom(about two hours), 25 ml
  2. temperatureheating
  3. temperatureThe mixture was cooled
  4. filtrationthe resulting solid was collected by filtration
  5. washwashed with water
  6. customto give 2.24 g

출처 및 근거

ORD 기록
ord-f6ccce52625749f6b08db8e5fc5078c1
출처 데이터셋
uspto-grants-1976_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03948939

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