6-tert-Butyl-3-(chloromethyl)-2,4-dimethylphenol → Di-n-octadecyl 4-tert.-butyl-2,6-dimethyl-3-hydroxybenzylphosphonate

HRID 1658033

반응식

HRID 1658033 반응식
[P:1]([O:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])([O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[O:2]CCCCCCCCCCCCCCCCCC.[C:59]([C:63]1[C:68]([OH:69])=[C:67]([CH3:70])[C:66]([CH2:71]Cl)=[C:65]([CH3:73])[CH:64]=1)([CH3:62])([CH3:61])[CH3:60]>>[C:59]([C:63]1[CH:64]=[C:65]([CH3:73])[C:66]([CH2:71][P:1](=[O:2])([O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[O:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])=[C:67]([CH3:70])[C:68]=1[OH:69])([CH3:62])([CH3:61])[CH3:60]

참가 물질

3

반응물 2

HCID 901316-tert-Butyl-3-(chloromethyl)-2,4-dimethylphenolHCID 248442Phosphorous acid, trioctadecyl ester

생성물 1

HCID 21311760Di-n-octadecyl 4-tert.-butyl-2,6-dimethyl-3-hydroxybenzylphosphonate

실험 절차

21.7 Grams of trioctadecyl phosphite and 5.75 grams 6-tert.-butyl-3-chloromethyl-2,4-dimethylphenol were stirred together as a melt at 110° to 120° for 2 hours and at 120° to 125° for 7 hours. The reaction mixture was dissolved in 100 ml. of toluene and the colorless, slightly turbid solution was successively washed with 3N aqueous hydrochloric acid, water, 2N aqueous sodium carbonate solution and water until the wash waters were neutral. After drying over anhydrous sodium sulfate and filtering free of drying agent, the clear filtrate was concentrated by distillation of the solvent at reduced pressures. The residual oil was topped in the "ASCO 50" Rota-Film Molecular Still at a wall temperature of 210° to 215° and a pressure of 1 to 5 microns. After crystallization from methylethyl ketone, the desired product was obtained as while crystals melting at 70° to 72.5°. (compound 4)

후처리

  1. dissolutionThe reaction mixture was dissolved in 100 ml
  2. washof toluene and the colorless, slightly turbid solution was successively washed with 3N aqueous hydrochloric acid, water, 2N aqueous sodium carbonate solution and water until the wash waters
  3. dry with materialAfter drying over anhydrous sodium sulfate
  4. filtrationfiltering free
  5. customof drying agent
  6. concentrationthe clear filtrate was concentrated by distillation of the solvent at reduced pressures
  7. customwas topped in the "ASCO 50" Rota-Film Molecular Still at a wall temperature of 210° to 215°
  8. customAfter crystallization from methylethyl ketone

출처 및 근거

ORD 기록
ord-5867197acf56496087ec548f0d5d242c
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03962376

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