Stearoyl chloride → Octadecanoic acid 2-(2-aminoethoxy)ethyl ester hydrochloride

HRID 480540

反応式

HRID 480540 の反応式
[C:1]([Cl:20])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].Cl.[NH2:22][CH2:23][CH2:24][O:25][CH2:26][CH2:27][OH:28]>CN(C=O)C.CC(C)=O>[ClH:20].[NH2:22][CH2:23][CH2:24][O:25][CH2:26][CH2:27][O:28][C:1](=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

参加物

5

反応物 2

HCID 8212Stearoyl chlorideHCID 18764647HO-Peg-amine hcl

生成物 1

HCID 85772808Octadecanoic acid 2-(2-aminoethoxy)ethyl ester hydrochloride収率 40%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 6228Dimethylformamide溶媒

実験手順

Stearoyl chloride (6.4 g; 21 mmol) (commercial product) was added dropwise in 5 min to a solution of 2-(2-aminoethoxy)ethanol hydrochloride (2.9 g; 20 mmol) in DMF (50 mL) at room temperature to afford a suspension. After 16 h, the suspension was diluted with acetone and the precipitated solid filtered and washed with acetone. The crude was crystallized from EtOAc; the solid was filtered, washed with EtOAc and dried under reduced pressure to give the desired compound (3.3 g; 8 mmol). Yield 40%. Acidic titer (0.1 N NaCH): 93%. K.F.: 1.06%. The 1H-NMR, 13C-NMR, MS and IR spectra were consistent with the structure.

後処理

  1. customto afford a suspension
  2. filtrationthe precipitated solid filtered
  3. washwashed with acetone
  4. customThe crude was crystallized from EtOAc
  5. filtrationthe solid was filtered
  6. washwashed with EtOAc
  7. customdried under reduced pressure

出典と根拠

ORDレコード
ord-dd7104a734f3465185cca07e169ffb5a
出典データセット
uspto-grants-2003_11
特許番号
US06652834B2

関連ノート

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