4-Bromopyridine → 8-(4-Pyridinyl)-1,4-dioxaspiro[4.5]decan-8-ol

HRID 231215노트

반응식

HRID 231215 반응식
C([Li])CCC.Br[C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1.[CH2:13]1[O:23][C:16]2([CH2:21][CH2:20][C:19](=[O:22])[CH2:18][CH2:17]2)[O:15][CH2:14]1.[Cl-].[NH4+]>CCCCCC.CCOCC.O1CCCC1>[CH2:14]1[O:15][C:16]2([CH2:21][CH2:20][C:19]([OH:22])([C:7]3[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=3)[CH2:18][CH2:17]2)[O:23][CH2:13]1

참가 물질

8

반응물 4

HCID 142684-BromopyridineHCID 25517Ammonium ChlorideHCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 178418339Butyllithium

생성물 1

HCID 137720538-(4-Pyridinyl)-1,4-dioxaspiro[4.5]decan-8-ol수율 67.2%

시약·촉매·용매 3

HCID 3283Diethyl Ether용매2회HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매

실험 절차

Thirty-five ml of ether was cooled to -78° C., to which 20 ml of a 1.6 mol n-butyl lithium solution in hexane was added. Next, 5 g of 4-bromopyridine was dissolved in 30 ml of ether and the solution was added to the mixture. Then, a solution of 5 g of 1,4-cyclohexanedione monoethyleneacetal in 30 ml of tetrahydrofuran was added to the mixture. After completion of the reaction, the reaction solution was poured into saturated ammonium chloride aqueous solution. The mixture was extracted with chloroform and the extract was purified to give 5 g of 4-hydroxy-4-(4-pyridyl)cyclohexanone ethyleneacetal.

후처리

  1. additionwas added
  2. additionthe solution was added to the mixture
  3. customAfter completion of the reaction
  4. extractionThe mixture was extracted with chloroform
  5. customthe extract was purified

출처 및 근거

ORD 기록
ord-424fabbef7374f15a0447ba7747e7663
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04845228

반응 노트

불러오는 중…