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

HRID 1658033

反応式

HRID 1658033 の反応式
[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]

参加物

3

反応物 2

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

生成物 1

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

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-5867197acf56496087ec548f0d5d242c
出典データセット
uspto-grants-1976_06
特許番号
US03962376

関連ノート

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