Nitrogen → 16-[N,N-bis(2-hydroxyethyl)amino]-1-hexadecanol

HRID 1115

반응식

HRID 1115 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].N#N.[OH:9][CH2:10][CH2:11][N:12]([CH2:31][CH2:32][OH:33])[C:13](=O)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][OH:29].[OH-].[K+]>O1CCCC1>[OH:33][CH2:32][CH2:31][N:12]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][OH:29])[CH2:11][CH2:10][OH:9]

참가 물질

6

반응물 4

HCID 947NitrogenHCID 14797Potassium HydroxideHCID 19694613N,N-bis(2-hydroxyethyl)-16-hydroxyhexadecanamideHCID 21226445Aluminium lithium hydride

생성물 1

HCID 2201514616-[N,N-bis(2-hydroxyethyl)amino]-1-hexadecanol수율 62%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
65 °C

실험 절차

A 500-ml flask equipped with a stirrer and reflux condenser was charged with 3.01 g (79.3 mmol) of LiAlH4 and 200 ml of tetrahydrofuran. While stirring the mixture at room temperature in an N2 atmosphere, 5.00 g (13.9 mmol) of N,N-bis(2-hydroxyethyl)-16-hydroxyhexadecanamide were added, followed by stirring at 65° C. for 18 hours. After cooling the reaction mixture to room temperature, 15 g of 3% aqueous KOH were added, and a salt deposited was separated by filtration. The solvent was then distilled off under reduced pressure, and the resultant residue was purified by column chromatography on silica gel, thereby obtaining 2.98 g (yield: 62%) of the title compound (IId-3).

후처리

  1. customA 500-ml flask equipped with a stirrer
  2. temperaturereflux condenser
  3. additionwere added
  4. temperatureAfter cooling the reaction mixture to room temperature
  5. customa salt deposited was separated by filtration
  6. distillationThe solvent was then distilled off under reduced pressure
  7. customthe resultant residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-f7c05078e24046a8887d238bff8b0c4f
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723497

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