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

HRID 1780532ノート

反応式

HRID 1780532 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 51392Lauramidopropyl Dimethylamine

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9bbf9a6113d44d758b00f4dfd97ec540
出典データセット
uspto-grants-1997_05
特許番号
US05631005

反応ノート

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