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Triethylamine → HCID 13393817, 화합물

HRID 978783
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HRID 978783 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[O:5][CH:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:3]=1[CH:18]=[O:19].Cl.[CH2:21]([O:23][C:24](=[O:28])[CH2:25][NH:26][CH3:27])[CH3:22].C(N(CC)CC)C.[OH-].[K+]>N1C=CC=CC=1.O>[CH:18]([C:3]1[CH:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:5][C:6]2[C:11]([C:2]=1[N:26]([CH3:27])[CH2:25][C:24]([O:23][CH2:21][CH3:22])=[O:28])=[CH:10][CH:9]=[CH:8][CH:7]=2)=[O:19]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 14797Potassium HydroxideHCID 171173Ethyl N-methylaminoacetate hydrochlorideHCID 13393783HCID 13393783, 화합물

생성물 1

HCID 13393817HCID 13393817, 화합물

시약·촉매·용매 2

HCID 962Water용매
HCID 1049
Pyridine
용매

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온도
2 °C

실험 절차

A solution of 1.0 g 4-chloro-3-formyl-flav-3-ene and 0.68 g sarcosin ethyl ester hydrochloride in 10 ml pyridine is cooled at 10°-15° C. One adds 0.97 g triethylamine and warms at 55° C. for 60 hours. After cooling to 2° C., 0.74 ml 50% potassium hydroxide solution is added. After 10 minutes, one adds 37 ml water. The mixture is extracted with dichloromethane, dried over magnesium sulfate and evaporated. The residue is purified by column chromatography on silica gel using dichloromethane as eluant. The solid is crystallized in dichloromethane. Pure 3-formyl-4-(N-methyl-N-ethoxycarbonylmethylamino)flav-3-ene is obtained as yellow crystals; m.p. 158°-159° C.

후처리

  1. waitAfter 10 minutes
  2. extractionThe mixture is extracted with dichloromethane
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. customThe residue is purified by column chromatography on silica gel
  6. customThe solid is crystallized in dichloromethane

출처 및 근거

ORD 기록
ord-5caa1ae865ba4b5a9c3aa5c898ab97cc
출처 데이터셋
uspto-grants-1987_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04665202

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