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Phosphorus tribromide → N-(2-Bromoethyl)-N,N-dimethylhexadecan-1-aminium bromide

HRID 1086658
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HRID 1086658 반응식
[Br-:1].[CH3:2][N+:3]([CH3:23])([CH2:20][CH2:21]O)[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][CH2:18][CH3:19].P(Br)(Br)[Br:25]>C1C=CC=CC=1>[Br-:25].[CH3:2][N+:3]([CH3:23])([CH2:20][CH2:21][Br:1])[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][CH2:18][CH3:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24614Phosphorus tribromideHCID 10960220Hexadecyl(2-hydroxyethyl)dimethylazanium bromide

생성물 1

HCID 14625789N-(2-Bromoethyl)-N,N-dimethylhexadecan-1-aminium bromide수율 213.3%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A total of 3.95 g (0.010 mole) of dimethyl-(2-hydroxy)ethylhexadecyl ammonium bromide and 0.9910 g (0.00366 mole) of phosphorous tribromide was slurried in 20 ml of benzene and allowed to react at room temperature (about 25° C.) with stirring for 24 hours under nitrogen. The solvent was removed in vacuo and the residue washed several times with anhydrous ether. The resulting amorphous solid was recrystallized from ethyl acetate, filtered and dried to yield 3.57 g (77%) of the desired product. Calc. % C 52.51, % H 9.49, % N 3.06, % Br 34.93; Found % C 51.80, % H 10.06, % N 3.06, % Br 34.18; m.p. 185°-190° C. The 1H NMR and IR agree with the proposed structure.

후처리

  1. customto react at room temperature (about 25° C.)
  2. customThe solvent was removed in vacuo
  3. washthe residue washed several times with anhydrous ether
  4. customThe resulting amorphous solid was recrystallized from ethyl acetate
  5. filtrationfiltered
  6. customdried

출처 및 근거

ORD 기록
ord-aa2d1f4ca9b941d5b2f6bdbf86b22147
출처 데이터셋
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05030756

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