홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

2-(1,3-Dioxan-2-yl)ethyltriphenylphosphonium bromide → HCID 178447863, 화합물

HRID 566164
노트
인쇄 미리보기

반응식

HRID 566164 반응식
[Br-].[O:2]1[CH2:7][CH2:6][CH2:5][O:4][CH:3]1[CH2:8][CH2:9][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CC([O-])(C)C.[K+].[CH2:35]([C@H:38]1[CH2:43][CH2:42][C@H:41]([CH:44]2[CH2:49][CH2:48][C:47](=O)[CH2:46][CH2:45]2)[CH2:40][CH2:39]1)[CH2:36][CH3:37]>C1COCC1>[CH2:35]([C@H:38]1[CH2:43][CH2:42][C@H:41]([CH:44]2[CH2:49][CH2:48][C:47](=[CH:9][CH2:8][CH:3]3[O:2][CH2:7][CH2:6][CH2:5][O:4]3)[CH2:46][CH2:45]2)[CH2:40][CH2:39]1)[CH2:36][CH3:37]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 27241682-(1,3-Dioxan-2-yl)ethyltriphenylphosphonium bromideHCID 23665647Potassium tert-butoxideHCID 178447904HCID 178447904, 화합물

생성물 1

HCID 178447863HCID 178447863, 화합물수율 96.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-30 °C

실험 절차

A mixture of 531 g (1170 mmol) of 2-(1,3-dioxane-2-yl)ethyltriphenylphosphonium bromide and 4.0 l of THF was cooled to −30° C. under a nitrogen gas stream with a refrigeration medium. To this mixture, 121 g (1080 mmol) of t-BuOK was added, followed by stirring for 1 hour. Furthermore, 1 l of a THF solution containing 200 g (899 mmol) of 4-(trans-4-propylcyclohexyl)cyclohexanone was added dropwise to the mixture, while the temperature was maintained at −30° C. or less. After the dropping, the reaction temperature was slowly raised to room temperature, and the solution was further stirred for 5 hours. Next, the reaction solution was filtered through Celite, and the solvent was then distilled off under reduced pressure. The resulting residue was purified through silica gel column chromatography (a developing solvent: a mixed solvent of toluene/ethyl acetate=9/1 (v/v)) to obtain 277 g of crude 2-(2-(4-(trans-4-propylcyclohexyl)cyclohexylidene)ethyl)-1,3-dioxane.

후처리

  1. additionwas added dropwise to the mixture, while the temperature
  2. temperaturewas maintained at −30° C. or less
  3. temperatureAfter the dropping, the reaction temperature was slowly raised to room temperature
  4. stirringthe solution was further stirred for 5 hours
  5. filtrationNext, the reaction solution was filtered through Celite
  6. distillationthe solvent was then distilled off under reduced pressure
  7. customThe resulting residue was purified through silica gel column chromatography (a developing solvent

출처 및 근거

ORD 기록
ord-737f1cddc26e4f04932710e13c1218f7
출처 데이터셋
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06174459B1

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트