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1-Octene → Nonanal

HRID 1088020
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HRID 1088020 반응식
C([CH:3]([CH2:7][CH2:8][CH2:9][CH3:10])[C:4]([O-:6])=O)C.[C:11]1(P(C2C=CC=CC=2)CC2C(CP(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC=2)[CH:16]=CC=C[CH:12]=1.C=CCCCCCC.[H][H].[C]=O>[Rh].C1(C)C=CC=CC=1>[CH:4](=[O:6])[CH2:3][CH2:7][CH2:8][CH2:9][CH2:10][CH2:12][CH2:11][CH3:16]
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참가 물질

7

반응물 4

HCID 81251-Octene2회HCID 40723562-EthylhexanoateHCID 46420971,2-Bis(diphenylphosphinomethyl)benzeneHCID 178502591HCID 178502591, 화합물

생성물 1

HCID 31289Nonanal수율 90.6%

시약·촉매·용매 2

HCID 23948Rhodium촉매2회
HCID 1140Toluene용매

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온도
105 °C

실험 절차

A 300-mL stainless steel autoclave equipped with a magnetically driven stirrer was charged under nitrogen with rhodium (14.55 mg of rhodium, 0.14 mmole charged as the 2-ethylhexanoate salt), α,α'-bis(diphenylphosphino)-o-xylene ligand (0.16 gm, 0.34 mmole), 1-octene (22.44 grams), and toluene (70 mL). This was pressured to 300 psig with a 1/1 mixture of hydrogen/carbon monoxide (synthesis gas) and heated to 105° C. The autoclave was repressured to 300 psig with the synthesis gas mixture whenever the pressure dropped to 250 Psig. The reaction was kept at 105° C. for 2 hours, during which time a total pressure drop of 460 psig was observed. The mixture was analyzed by gas/liquid chromatography and showed a 94.3 percent conversion of 1-octene. A 90.6 percent yield to isomeric nonanal products was obtained based on 1-octene charged. The ratio of linear/branched nonanal product was 3.47/1.

후처리

  1. customThe autoclave was repressured to 300 psig with the synthesis gas mixture whenever the pressure
  2. additiondropped to 250 Psig

출처 및 근거

ORD 기록
ord-b26fc9302c714187bf00f33b6de2efc6
출처 데이터셋
uspto-grants-1990_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04960949

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