Palmitoyl chloride → 1,2-Dipalmitoyl-3-dimethylammonium-propane

HRID 217090

反応式

HRID 217090 の反応式
[CH3:1][N:2]([CH3:8])[CH2:3][CH:4]([OH:7])[CH2:5][OH:6].C(N([CH2:14][CH3:15])CC)C.[C:16](Cl)(=[O:32])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>CN(C)C1C=CN=CC=1.ClCCl>[CH3:1][N:2]([CH2:3][CH:4]([O:7][C:16](=[O:32])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:14][CH3:15])[CH2:5][O:6][C:16](=[O:32])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH3:8]

参加物

6

反応物 3

HCID 8206Palmitoyl chlorideHCID 8471TriethylamineHCID 790783-(Dimethylamino)-1,2-propanediol

生成物 1

HCID 105315561,2-Dipalmitoyl-3-dimethylammonium-propane

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒3 回

反応条件

温度
0 °C

実験手順

43.17 g 3-(dimethylamino)-1,2-propanediol were dissolved on 1000 ml dichloromethane. After the addition of 73.3 g triethylamine and 0.01 g 4-dimethylamino pyridine the mixture was cooled down to 0° C. Then 199.18 g hexadecanoic acid chloride, dissolved in 100 ml dichloromethane, were added dropwise. After the addition of another 100 ml dichloromethane the mixture was brought to room temperature and allowed to stir over night. The mixture was filtered and the residue washed with 300 ml dichloromethane. The solvent of the filtrate was removed using a rotary evaporator and the crude product was purified by column chromatography on silica gel (eluent: acetic acid ethyl ester/petrolether 1:1). The product was characterized by 1H-NMR.

後処理

  1. additionwere added dropwise
  2. customwas brought to room temperature
  3. filtrationThe mixture was filtered
  4. washthe residue washed with 300 ml dichloromethane
  5. customThe solvent of the filtrate was removed
  6. customa rotary evaporator
  7. customthe crude product was purified by column chromatography on silica gel (eluent: acetic acid ethyl ester/petrolether 1:1)

出典と根拠

ORDレコード
ord-c9d201d239ea43d687bb637ec02ba106
出典データセット
uspto-grants-2012_06
特許番号
US08193246B2

関連ノート

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