Ethylenediamine → Nonylamine

HRID 1488793노트

반응식

HRID 1488793 반응식
CO[N:3]=[CH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[Li].C(N)CN.C(O)(C)(C)C>C(N)CC>[CH2:4]([NH2:3])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

참가 물질

6

반응물 4

HCID 3301EthylenediamineHCID 6386tert-ButanolHCID 3028194LithiumHCID 53746819n-nonanal O-methyloxime2회

생성물 1

HCID 16215Nonylamine수율 70%

시약·촉매·용매 1

HCID 7852Propylamine용매

실험 절차

Reduction of n-nonanal O-methyloxime. Lithium (1.6 g, 0.228 mol) was added in one portion to a solution of n-nonanal O-methyloxime (5.13 g, 0.030 mol) in n-propylamine (50 mL), ethylenediamine (9 g, 0.15 mol) and t-butanol (11 g, 0.15 mol). After 3 hr, an aliquot was analyzed by glpc and no oxime was present. The reaction mixture was poured into ice-water (150 mL) and the mixture was extracted with ether (3×100 mL). The combined ether extracts were washed with brine (4×100 mL), dried over magnesium sulfate and concentrated under reduced pressure. Distillation of the residue afforded n-nonylamine (3.0 g, 70%), bp 98-100° (20 mm). The nmr spectrum was identical with that of an authentic sample.

후처리

  1. extractionthe mixture was extracted with ether (3×100 mL)
  2. washThe combined ether extracts were washed with brine (4×100 mL)
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. distillationDistillation of the residue

출처 및 근거

ORD 기록
ord-1e5aa34c82214cc18c536efe43330272
출처 데이터셋
uspto-grants-1997_10
특허 번호
US05675038

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