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Water → Decane

HRID 1488795
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HRID 1488795 반응식
[C:1](#[N:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].C(O)(C)(C)C.[Li].O>C(N)CC.C(N)CN.CO>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH2:1]([NH2:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 962WaterHCID 6386tert-Butanol2회HCID 16722Undecanenitrile2회HCID 3028194Lithium

생성물 2

HCID 15600DecaneHCID 81742Undecylamine

시약·촉매·용매 3

HCID 887Methanol
용매
HCID 3301Ethylenediamine용매2회
HCID 7852Propylamine용매2회

실험 절차

Reduction of undecanenitrile in n-propylamine, ethylenediamine, and t-butanol. Lithium, (0.28 g, 40 mmol) in small pieces, was added to undecanenitrile (0.775 g, 4.63 mmol) in n-propylamine (10 mL), ethylenediamine (1.5 g, 25 mmol) and t-butanol (2.22 g, 30 mmol). After 20 min, the temperature increased to 55° and decreased slowly. After another 2 hr, the reaction mixture was poured onto a slurry of water (25 mL) and ice (25 g). The reaction mixture was extracted twice with ether (25 mL and 50 mL). The ether extract was analyzed by glpc using ethyl benzoate as internal standard. Glpc analysis showed n-decane in 17% yield and undecylamine in 83% yield. A similiar reaction using methanol in place of t-butanol in the same mole ratio gave the same percentages of n-decane and undecaneamine.

후처리

  1. temperaturethe temperature increased to 55°
  2. waitAfter another 2 hr
  3. extractionThe reaction mixture was extracted twice with ether (25 mL and 50 mL)
  4. extractionThe ether extract
  5. customA similiar reaction

출처 및 근거

ORD 기록
ord-b5841c3c750748deb447ce02ea6666ed
출처 데이터셋
uspto-grants-1997_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05675038

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