N,N-Dimethyl-1,3-propanediamine → Lauramidopropyl Dimethylamine

HRID 1780532노트

반응식

HRID 1780532 반응식
[C:1](Cl)(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH3:15][N:16]([CH3:21])[CH2:17][CH2:18][CH2:19][NH2:20].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH3:15][N:16]([CH3:21])[CH2:17][CH2:18][CH2:19][NH:20][C:1](=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

참가 물질

5

반응물 3

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 8166Dodecanoyl chlorideHCID 8471Triethylamine

생성물 1

HCID 51392Lauramidopropyl Dimethylamine

시약·촉매·용매 1

HCID 6212Chloroform용매2회

반응 조건

온도
0 °C

실험 절차

A 500 ml RB flask containing a solution of lauroyl chloride (19.38 g., 89 mM) in dry chloroform (200 ml) was cooled to 0° C. on an ice bath. A solution of N,N-dimethyl-1, 3-propanediamine (10.40 g., 51 mM) and triethylamine (9.40 g., 93 mM) in dry chloroform (25 ml) was added dropwise to the cold solution through an addition funnel, then allowed to warm to room temperature and stirred for 2 hours. The chloroform was removed under reduced pressure and the residue redissolved in an ethanol/water mixture (1:1) and neutralized with sodium bicarbonate, followed by extraction with chloroform (4×50 ml). The combined extracts were dried (MgSO4), concentrated, and the residue distilled under reduced pressure (bp 171° C., 10μ) to give 23.92 g. (68%) of the subject compound as an amber solid.

후처리

  1. temperatureto warm to room temperature
  2. customThe chloroform was removed under reduced pressure
  3. dissolutionthe residue redissolved in an ethanol/water mixture (1:1)
  4. extractionfollowed by extraction with chloroform (4×50 ml)
  5. dry with materialThe combined extracts were dried (MgSO4)
  6. concentrationconcentrated
  7. distillationthe residue distilled under reduced pressure (bp 171° C., 10μ)
  8. customto give 23.92 g

출처 및 근거

ORD 기록
ord-9bbf9a6113d44d758b00f4dfd97ec540
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05631005

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