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Triethylamine → HCID 22161303, 화합물

HRID 1088594
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HRID 1088594 반응식
[CH2:1]([C:7]1[CH:12]=[CH:11][C:10]([N:13]=[N:14][C:15]2[CH:29]=[CH:28][C:18]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([OH:27])=O)=[CH:17][CH:16]=2)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].S(Cl)(Cl)=O.C(N(CC)CC)C.[CH3:41][CH2:42][O:43][Si:44]([O:52][CH2:53][CH3:54])([O:49][CH2:50][CH3:51])[CH2:45][CH2:46][CH2:47][NH2:48]>CCOCC>[CH2:50]([O:49][Si:44]([O:52][CH2:53][CH3:54])([O:43][CH2:42][CH3:41])[CH2:45][CH2:46][CH2:47][NH:48][C:25](=[O:27])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][O:19][C:18]1[CH:17]=[CH:16][C:15]([N:14]=[N:13][C:10]2[CH:11]=[CH:12][C:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])=[CH:8][CH:9]=2)=[CH:29][CH:28]=1)[CH3:51]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 13521(3-Aminopropyl)triethoxysilaneHCID 24386Thionyl Chloride2회HCID 19091976134509-34-5

생성물 1

HCID 22161303HCID 22161303, 화합물수율 71.3%

시약·촉매·용매 1

HCID 3283Diethyl Ether
용매
2회

실험 절차

One g. (3.73×10-3 mol) of 4'-hexyl-4-hydroxyazobenzene (1) converted into a sodium salt with sodium methylate and 1.03 g (3.69×10-3 mol) of 2-tetrahydropyranyl 6-bromohexanoate and 5 ml of dimethylacetamide added thereto were heated for reaction at 100° C. for 73 hours. After the reaction was completed, the reaction mixture was diluted with water and left to cool to room temperature. The yellow crystals which were consequently precipitated were separated by filtration. The crystals were extracted with ethyl acetate, dried with magnesium sulfate, and subjected to vacuum distillation for expulsion of the solvent. The residue of the vacuum distillation was recrystallized with a mixture of hexane with benzene. Consequently, 1 g of 6-[4-(4-hexylphenylazo)-phenoxy]-hexanoic acid was obtained. A mixture of 200 mg (5.05×10-4 mol) of this carboxylic acid with 5 ml of thionyl chloride was refluxed for 2 hours to expel excess thionyl chloride and then mixed with 3 ml of dry ether and 0.15 g (1.485×10-3 mol) of triethylamine. This mixture kept cooled with ice and a solution of 0.11 g (4.98×10-4 mol) of triethoxyaminopropylsilane in 3 ml of dry ether added dropwise thereto were stirred for two hours, then filtered to expel the formed salt in an atmosphere of nitrogen gas, and subjected to vacuum distillation at room temperature to expel the solvent. Consequently, 213 mg of yellow waxy N-(3-triethoxysilylpropyl)-6-[4-(4-hexylphenylazo)phenoxy]hexanoic acid amide was obtained.

후처리

  1. temperaturewas refluxed for 2 hours
  2. temperatureThis mixture kept cooled with ice
  3. filtrationfiltered
  4. distillationsubjected to vacuum distillation at room temperature

출처 및 근거

ORD 기록
ord-3f42c7f3f5b54e77bac02e909ffdab7a
출처 데이터셋
uspto-grants-1990_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04963448

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