1-Iodododecane → Didodecyl P-[alpha-(N-Benzyl-N-dodecyloxyamino)benzyl]phosphonate

HRID 846841

반응식

HRID 846841 반응식
[CH:1](=[N+:8]([O-:16])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[P:17]([O:44]CCCCCCCCCCCC)([O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])[O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].[CH2:57](I)[CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH3:68]>>[CH2:1]([N:8]([CH:9]([P:17](=[O:44])([O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])[O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[O:16][CH2:68][CH2:67][CH2:66][CH2:65][CH2:64][CH2:63][CH2:62][CH2:61][CH2:60][CH2:59][CH2:58][CH3:57])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 3

HCID 202821-IodododecaneHCID 76495Trilauryl phosphiteHCID 305634Benzenemethanamine,N-(phenylmethylene)-, N-oxide

생성물 1

HCID 19883773Didodecyl P-[alpha-(N-Benzyl-N-dodecyloxyamino)benzyl]phosphonate수율 28%

반응 조건

온도
70 °C

실험 절차

A mixture of 5.0 g (23 mmol) of N-benzylidenebenzylamine N-oxide, 17.6 g (30 mmol) of tri-n-dodecyl phosphite and 29.6 g (100 mmol) of n-dodecyl iodide is heated at 70° C. for 24 hours. The reaction mixture is concentrated in vacuo and the residue is purified by HPLC (4:1 hexane:ethyl acetate eluent) followed by flash chromatography (methylene chloride eluent) to give 5.1 g (28% yield) of the title compound as a white solid melting at 38°-40° C.

후처리

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. customthe residue is purified by HPLC (4:1 hexane:ethyl acetate eluent)

출처 및 근거

ORD 기록
ord-71e59d075909419a9e13862f78d94d78
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05137951

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