N-methyl-2-pyrrolidone → 2,4,8,10-tetrakis(tert-butyl)-6-chloro-12H-dibenzo[d,g][1,3,2]dioxaphosphocin

HRID 342389

반응식

HRID 342389 반응식
[CH2:1]([C:17]1[CH:22]=[C:21]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH:20]=[C:19]([C:27]([CH3:30])([CH3:29])[CH3:28])[C:18]=1[OH:31])[C:2]1[CH:7]=[C:6]([C:8]([CH3:11])([CH3:10])[CH3:9])[CH:5]=[C:4]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:3]=1[OH:16].CN1CCCC1=O.[P:39](Cl)(Cl)[Cl:40]>C1(C)C=CC=CC=1>[Cl:40][P:39]1[O:16][C:3]2[C:4]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:5][C:6]([C:8]([CH3:11])([CH3:9])[CH3:10])=[CH:7][C:2]=2[CH2:1][C:17]2[CH:22]=[C:21]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH:20]=[C:19]([C:27]([CH3:30])([CH3:29])[CH3:28])[C:18]=2[O:31]1

참가 물질

5

반응물 3

HCID 13387N-methyl-2-pyrrolidoneHCID 24387Phosphorus trichlorideHCID 843912,2'-Methylenebis(4,6-di-tert-butylphenol)

생성물 1

HCID 128566622,4,8,10-tetrakis(tert-butyl)-6-chloro-12H-dibenzo[d,g][1,3,2]dioxaphosphocin수율 79%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of 25.0 g (0.059 mol) of 2,2'-methylenebis(4,6-di-tert-butylphenol) and 0.57 mL (5.9 mmol) of 1-methyl-2-pyrrolidinone in 275 mL of toluene at ambient temperature is added dropwise 5.16 mL (0.059 mol) of phosphorus trichloride. After the addition is complete, the reaction mixture is refluxed for eight hours. After cooling the mixture to ambient temperature, the toluene is removed in vacuo and the reaction mass is recrystallized twice from 250 mL of 98% acetonitrile and 2% toluene (% by volume) in acetonitrile. The recrystallization solvent is removed by decantation and the residue is dried under vacuum to give 21.4 g (79% yield) of the title compound as an off-white solid melting at 227°-230° C.

후처리

  1. additionAfter the addition
  2. temperaturethe reaction mixture is refluxed for eight hours
  3. customthe toluene is removed in vacuo
  4. customthe reaction mass is recrystallized twice from 250 mL of 98% acetonitrile and 2% toluene (% by volume) in acetonitrile
  5. customThe recrystallization solvent is removed by decantation
  6. customthe residue is dried under vacuum

출처 및 근거

ORD 기록
ord-21b2fb3dcf1542989d13d20047bdec57
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05858905

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