Pentachlorophenol → 3,3-Bis[pentachlorophenoxymethyl]oxetane

HRID 597482ノート

反応式

HRID 597482 の反応式
[Cl:1][C:2]1[C:7]([OH:8])=[C:6]([Cl:9])[C:5]([Cl:10])=[C:4]([Cl:11])[C:3]=1[Cl:12].[C:13](=[O:16])([O-])[O-].[K+].[K+].[I-].[K+].Cl[CH2:22][C:23]1([CH2:27]Cl)[CH2:26][O:25][CH2:24]1>O.CN(C)C=O>[Cl:1][C:2]1[C:7]([O:8][CH2:27][C:23]2([CH2:22][O:16][C:13]3[C:6]([Cl:9])=[C:5]([Cl:10])[C:4]([Cl:11])=[C:3]([Cl:12])[C:2]=3[Cl:1])[CH2:24][O:25][CH2:26]2)=[C:6]([Cl:9])[C:5]([Cl:10])=[C:4]([Cl:11])[C:3]=1[Cl:12]

参加物

7

反応物 4

HCID 992PentachlorophenolHCID 4875Potassium IodideHCID 6550Oxetane, 3,3-bis(chloromethyl)-HCID 11430Potassium Carbonate

生成物 1

HCID 214451833,3-Bis[pentachlorophenoxymethyl]oxetane

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
140 °C

実験手順

This reaction was carried out similarly to that described in Example 1. Pentachlorophenol (469 g., 1.86 moles), potassium carbonate (262 g., 1.9 moles), potassium iodide (4 g.) and 1.5 liters of dimethyl formamide were charged to a 3 liter reaction flask. The mixture was stirred and heated in a nitrogen atmosphere. When the temperature reached 95° C., 140 g. (0.9 moles) of 3,3-bischloromethyl oxetane was added. The reaction mixture was slowly heated to about 140° C. and held 3 hours. After cooling to 63° C., 700 ml. of water was added to the mixture. After standing overnight, the reaction mixture was filtered. The recovered crystalline 3,3-bis[pentachlorophenoxymethyl]oxetane was washed on the funnel with six portions of water, three portions of ethanol and three portions of 2-butanone. The yield of oven-dried, cream-colored crystals was 480 g. (87%). The compound melted at 229°-230° C. If desired, this compound can be recrystallized from dioxane.

後処理

  1. temperatureheated in a nitrogen atmosphere
  2. customreached 95° C.
  3. temperatureAfter cooling to 63° C.
  4. waitAfter standing overnight
  5. filtrationthe reaction mixture was filtered
  6. washThe recovered crystalline 3,3-bis[pentachlorophenoxymethyl]oxetane was washed on the funnel with six portions of water, three portions of ethanol and three portions of 2-butanone
  7. customThe yield of oven-dried
  8. customthis compound can be recrystallized from dioxane

出典と根拠

ORDレコード
ord-d838a6c2a1664f99aad229bea729c165
出典データセット
uspto-grants-1977_03
特許番号
US04014855

反応ノート

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