반응 #1470458

ord-ecf5f830df334630af95396f747cc351

반응 방정식

COC(=O)CCCCC=C(C)CCCCCCCO
methyl 14-hydroxy-7-methyl-tetradec-6-enoate
[K+].[OH-]
potassium hydroxide
CC(O)C(O)Cl
chloropropane- 1,2-diol
C[O-].[Na+]
sodium methylate
CC1=CCCCCC(=O)OCCCCCCC1
8-methyloxacyclopentadec-7-en-2-one
수율 39.2%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.DISTILLATIONThe product was distilled (b.p. 114° C.) in a high vacuum (0.1 Torr)
  2. 2
    기타subsequently chromatographed

실험 절차

84.5 g (0.31 mol) of methyl 14-hydroxy-7-methyl-tetradec-6-enoate, 21 g of 86 percent potassium hydroxide in 220 ml of methanol, 72 g of chloropropane- 1,2-diol and 9 ml of 5.4M methanolic sodium methylate solution were mixed according to the procedure in Example 6. The product was distilled (b.p. 114° C.) in a high vacuum (0.1 Torr) and subsequently chromatographed. 29 g (38%) of 8-methyloxacyclopentadec-7-en-2-one were obtained having the following characteristics, Z/E=60/40;

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06255276B1uspto-grants-2001_07