Propylene Glycol → Dicyclopentadiene

HRID 1447911

반응식

HRID 1447911 반응식
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

참가 물질

13

반응물 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

생성물 1

HCID 6492Dicyclopentadiene수율 60%

시약·촉매·용매 3

HCID 174Ethylene Glycol용매HCID 3283Diethyl Ether용매HCID 8117Diethylene Glycol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-f6d4406d56d641538e98b9b859ac9a10
출처 데이터셋
uspto-grants-1979_12
특허 번호
US04178425

연결된 노트

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