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Nitrogen → Octanethioic acid, S-(3-(triethoxysilyl)propyl) ester

HRID 64501
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HRID 64501 반응식
N#N.[SH:3][CH2:4][CH2:5][CH2:6][Si:7]([O:14][CH2:15][CH3:16])([O:11][CH2:12][CH3:13])[O:8][CH2:9][CH3:10].C(N(CC)CC)C.[C:24](Cl)(=[O:32])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>CCCCCC>[C:24]([S:3][CH2:4][CH2:5][CH2:6][Si:7]([O:14][CH2:15][CH3:16])([O:8][CH2:9][CH3:10])[O:11][CH2:12][CH3:13])(=[O:32])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 947NitrogenHCID 8124Octanoyl chlorideHCID 8471TriethylamineHCID 846581-Propanethiol, 3-(triethoxysilyl)-

생성물 1

HCID 12135713Octanethioic acid, S-(3-(triethoxysilyl)propyl) ester수율 99.2%

시약·촉매·용매 1

HCID 8058Hexane용매

실험 절차

Into a 12-liter, three-necked round bottom flask equipped with mechanical stirrer, addition funnel, thermocouple, heating mantle, N2 inlet, and temperature controller were charged 3-mercaptopropyltriethoxysilane (1,021 grams, 3.73 moles purchase as SILQUEST® A-1891 silane from Momentive Performance Materials, Inc.), triethylamine (433 grams), and hexane (3,000 ml). The solution was cooled in an ice bath, and octanoyl chloride (693 grams, 4.25 moles) were added over a two hour period via the addition funnel. After addition of the acid chloride was complete, the mixture was filtered two times, first through a 0.1 μm filter and then through a 0.01 μm filter, using a pressure filter, to remove the salt. The solvent was removed under vacuum. The remaining yellow liquid was vacuum distilled to yield 1,349 grams of octanoylthiopropyltriethoxysilane as a clear, very light yellow liquid. The yield was 87 percent.

후처리

  1. customInto a 12-liter, three-necked round bottom flask equipped with mechanical stirrer, addition funnel
  2. temperatureThe solution was cooled in an ice bath
  3. filtrationthe mixture was filtered two times
  4. filtrationfirst through a 0.1 μm filter
  5. filtrationthrough a 0.01 μm filter
  6. filtrationfilter
  7. customto remove the salt
  8. customThe solvent was removed under vacuum
  9. distillationdistilled

출처 및 근거

ORD 기록
ord-cc4ab92194bd493f9ad2faa2b80e1bab
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09447262B2

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