Propylene Glycol → Dicyclopentadiene

HRID 1447911

反応式

HRID 1447911 の反応式
S(=O)(=O)(O)O.[C:6]1([CH3:16])[CH:11]=[CH:10][C:9](S(O)(=O)=O)=[CH:8][CH:7]=1.B(F)(F)F.[CH2:21](O)[CH:22](O)C.O[CH2:27]C(C)(CO)C.C(O)CC(O)C.C(O)CCCCCO.CC(O)COC(CO)C.S(CCO)CCO>C(O)COCCO.C(O)CO.CCOCC>[CH2:21]1[CH:7]2[CH:8]3[CH:9]=[CH:10][CH:11]([CH:6]2[CH:16]=[CH:22]1)[CH2:27]3

参加物

13

反応物 9

HCID 1030Propylene GlycolHCID 1118Sulfuric AcidHCID 5447ThiodiglycolHCID 6101p-Toluenesulfonic acidHCID 6356Boron trifluorideHCID 78961,3-ButanediolHCID 123741,6-HexanediolHCID 31344Neopentyl glycolHCID 328812-(2-Hydroxypropoxy)-1-propanol

生成物 1

HCID 6492Dicyclopentadiene収率 60%

試薬・触媒・溶媒 3

HCID 174Ethylene Glycol溶媒HCID 3283Diethyl Ether溶媒HCID 8117Diethylene Glycol溶媒

実験手順

Suitable acid catalysts for producing the ether include sulfuric acid, p-toluenesulfonic acid, boron trifluoride, beads or permeable sheets of acid ion-exchange resins, especially such resins containing sulfonic acid groups, such as the product available commercially under the registered trademark Amberlyst 15. Examples of (C2 to C6) diols or glycols that may be used include ethylene glycol, propylene glycol, neopentyl glycol, 1,3-butylene glycol, 1,6-hexanediol, diethylene glycol, dipropylene glycol, thiodiethanol, etc. The monohydroxy-glycol ether obtained in the first step of the reaction may be, and preferably is, isolated by distillation (generally with a 60-85% yield) from less volatile by-products such as bis-dicyclopentenyl ether and low polymers of dicyclopentadiene.

後処理

  1. additioncontaining sulfonic acid groups
  2. customobtained in the first step of the reaction

出典と根拠

ORDレコード
ord-f6d4406d56d641538e98b9b859ac9a10
出典データセット
uspto-grants-1979_12
特許番号
US04178425

関連ノート

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