Triethylamine → 3-(4-Propyl-heptyl)-4-(5-hydroxypentyl)morpholine

HRID 329903노트

반응식

HRID 329903 반응식
[CH2:1]([CH:4]([CH2:14][CH2:15][CH3:16])[CH2:5][CH2:6][CH2:7][CH:8]1[CH2:13][O:12][CH2:11][CH2:10][NH:9]1)[CH2:2][CH3:3].C(N(CC)CC)C.[Cl-].C[O:26][C:27](=O)[CH2:28][CH2:29][CH2:30][C:31](O)=O.Cl.C(N(CC)CC)C>CCOCC.C1C=CC=CC=1>[CH2:14]([CH:4]([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6][CH2:7][CH:8]1[CH2:13][O:12][CH2:11][CH2:10][N:9]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][OH:26])[CH2:15][CH3:16]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 11130Triethylamine hydrochlorideHCID 110963433-(4-Propylheptyl)morpholineHCID 53445129Glutaric acid monomethylester chloride

생성물 1

HCID 147219973-(4-Propyl-heptyl)-4-(5-hydroxypentyl)morpholine

시약·촉매·용매 2

HCID 241Benzene용매HCID 3283Diethyl Ether용매

실험 절차

A mixture of 8.0 grams (0.035 moles) of 3-(4-propyl-heptyl)-morpholine, 4 grams of triethylamine, 5.8 grams (0.035 moles) of glutaric acid-monomethylesterchloride and 100 ml. of benzene were refluxed for 3 hours. After cooling the triethylamine hydrochloride formed was removed by filtration and the benzene solution was directly admixed with 12 grams of lithium aluminum hydride in 500 ml of ether. The reaction mixture was refluxed for 8 hours and decomposed by slow addition of water and sodium hydroxide. The precipitate was filtered off. The ether solution was dried and evaporated to dryness and the residue was distilled at 144°-146° C./ 0.01 mm Hg.; yield 9.8 grams (89%). The base obtained was dissolved in ether and the hydrochloride precipitated with hydrochloric acid in ethanol. After recrystallization from ethylacetate/ether, the melting point was 59°-60° C.

후처리

  1. customformed
  2. customwas removed by filtration
  3. temperatureThe reaction mixture was refluxed for 8 hours
  4. additiondecomposed by slow addition of water and sodium hydroxide
  5. filtrationThe precipitate was filtered off
  6. dry with materialThe ether solution was dried
  7. customevaporated to dryness
  8. distillationthe residue was distilled at 144°-146° C./ 0.01 mm Hg
  9. customThe base obtained
  10. customthe hydrochloride precipitated with hydrochloric acid in ethanol
  11. customAfter recrystallization from ethylacetate/ether

출처 및 근거

ORD 기록
ord-4c14020038ae41a6a62069f37120219d
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04894221

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