Dodecanoyl chloride → HCID 53713524、化合物

HRID 1418827ノート

反応式

HRID 1418827 の反応式
[CH3:1][N:2]([CH2:4][CH2:5][CH2:6][NH:7][CH2:8][CH:9](O)[CH2:10][NH:11][CH2:12][CH2:13][CH2:14][N:15]([CH3:17])[CH3:16])[CH3:3].C(N([CH2:24][CH3:25])CC)C.[C:26](Cl)(=[O:38])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]>C(Cl)Cl>[O:38]=[C:26]([N:7]([CH2:8][CH2:9][CH2:10][N:11]([C:26](=[O:38])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:24][CH3:25])[CH2:12][CH2:13][CH2:14][N:15]([CH3:17])[CH3:16])[CH2:6][CH2:5][CH2:4][N:2]([CH3:3])[CH3:1])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]

参加物

5

反応物 3

HCID 8166Dodecanoyl chlorideHCID 8471TriethylamineHCID 537171762,14-Dimethyl-2,6,10,14-tetraazapentadecan-8-OL

生成物 1

HCID 53713524HCID 53713524、化合物収率 31.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2,14-Dimethyl-8-hydroxy-2,6,10,14-tetrazapentadecane (17 g, 0.067 mol) synthesized in accordance with the method described in DE2616411, triethylamine (13 g, 0.13 mol), and methylene chloride (200 ml) were placed in a 500-ml four-necked round flask, and the mixture was cooled on ice. Dodecanoylchloride (29 g, 0.13 mol) was added dropwise over 1 hour to the flask while the contents of the flask were stirred under nitrogen. The mixture was stirred for 24 more hours at room temperature. The solid which precipitated was removed by filtration, after which water was added for washing. Methylene chloride was removed from the organic phase under reduced pressure. The residue was purified by column chromatography (packed with Kieselgel 60 (product of Merck), eluent: chloroform/methanol=7:1 (v/v)) to obtain 12.3 g of 4,8-bis(1-oxododecyl)-1,11-di(dimethylamino)-4,8-diazaundecane. Yield: 30 wt %.

後処理

  1. customwere placed in a 500-ml four-necked round flask
  2. temperaturethe mixture was cooled on ice
  3. stirringThe mixture was stirred for 24 more hours at room temperature
  4. customThe solid which precipitated
  5. customwas removed by filtration
  6. additionafter which water was added
  7. washfor washing
  8. customMethylene chloride was removed from the organic phase under reduced pressure
  9. customThe residue was purified by column chromatography (packed with Kieselgel 60 (product of Merck), eluent: chloroform/methanol=7:1 (v/v))

出典と根拠

ORDレコード
ord-5daeb68281e64495afb8ee056dd26a2c
出典データセット
uspto-grants-1999_03
特許番号
US05885955

反応ノート

読み込み中…