N-methyl-2-pyrrolidone → 2,4,8,10-Tetra-tert-butyl-6-chloro-12-methyl-12H-dibenzo[d,g][1,3,2]dioxaphosphocine

HRID 342392

反応式

HRID 342392 の反応式
[CH:1]([C:18]1[CH:23]=[C:22]([C:24]([CH3:27])([CH3:26])[CH3:25])[CH:21]=[C:20]([C:28]([CH3:31])([CH3:30])[CH3:29])[C:19]=1[OH:32])([C:3]1[CH:8]=[C:7]([C:9]([CH3:12])([CH3:11])[CH3:10])[CH:6]=[C:5]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:4]=1[OH:17])[CH3:2].CN1CCCC1=O.[P:40](Cl)(Cl)[Cl:41]>C1(C)C=CC=CC=1>[Cl:41][P:40]1[O:17][C:4]2[C:5]([C:13]([CH3:16])([CH3:14])[CH3:15])=[CH:6][C:7]([C:9]([CH3:12])([CH3:10])[CH3:11])=[CH:8][C:3]=2[CH:1]([CH3:2])[C:18]2[CH:23]=[C:22]([C:24]([CH3:27])([CH3:26])[CH3:25])[CH:21]=[C:20]([C:28]([CH3:31])([CH3:30])[CH3:29])[C:19]=2[O:32]1

参加物

5

反応物 3

HCID 13387N-methyl-2-pyrrolidoneHCID 24387Phosphorus trichlorideHCID 1188992,2'-Ethylidenebis(4,6-di-tert-butylphenol)

生成物 1

HCID 110602032,4,8,10-Tetra-tert-butyl-6-chloro-12-methyl-12H-dibenzo[d,g][1,3,2]dioxaphosphocine収率 34.8%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a solution of 50.9 g. (0.12 mol) of 2,2'-ethylidenebis(4,6-di-tert-butylphenol) and 1.73 mL (0.018 mol) of 1-methyl-2-pyrrolidinone in 275 mL of toluene at ambient temperature is added dropwise 15.7 mL (0.18 mol) of phosphorus trichloride. After the addition is complete, the reaction mixture is heated at reflux for 18 hours. After cooling to room temperature, the toluene is removed in vacuo and the residue is then recrystallized twice from 250 mL of acetonitrile. The acetonitrile is decanted from the product which is dried under vacuum to give 21.0 g (34.8% yield) of the title compound as an off-white solid melting at 194°-198° C.

後処理

  1. additionAfter the addition
  2. temperaturethe reaction mixture is heated
  3. temperatureat reflux for 18 hours
  4. customthe toluene is removed in vacuo
  5. customthe residue is then recrystallized twice from 250 mL of acetonitrile
  6. customThe acetonitrile is decanted from the product which
  7. customis dried under vacuum

出典と根拠

ORDレコード
ord-2e8ce357f8ef4ede897ab18ce36432da
出典データセット
uspto-grants-1999_01
特許番号
US05858905

関連ノート

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