2-(1,3-Dioxan-2-yl)ethyltriphenylphosphonium bromide → HCID 178509791, 화합물

HRID 863375

반응식

HRID 863375 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+].[C:35]([C:37]1[CH:42]=[CH:41][C:40]([C@H:43]2[CH2:48][CH2:47][C@H:46]([CH:49]=O)[CH2:45][CH2:44]2)=[CH:39][CH:38]=1)#[N:36]>C1COCC1>[O:4]1[CH2:5][CH2:6][CH2:7][O:2][CH:3]1[CH2:8][CH:9]=[CH:49][C@H:46]1[CH2:47][CH2:48][C@H:43]([C:40]2[CH:39]=[CH:38][C:37]([C:35]#[N:36])=[CH:42][CH:41]=2)[CH2:44][CH2:45]1

참가 물질

5

반응물 3

HCID 27241682-(1,3-Dioxan-2-yl)ethyltriphenylphosphonium bromideHCID 23665647Potassium tert-butoxideHCID 178509803HCID 178509803, 화합물

생성물 1

HCID 178509791HCID 178509791, 화합물수율 91.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-20 °C

실험 절차

A mixture of (2-(1,3-dioxan-2-yl)ethyl)triphenylphosphonium bromide (17.4 g, 38.0 millimols) with THF (100 ml) was cooled down to -20° C., followed by adding t-BuOK (4.5 g, 39.9 millimols) to the mixture, stirring for 30 minutes, dropwise adding to the mixture, a THF (35 ml) solution of trans-4-(4-cyanophenyl)cyclohexanecarbaldehyde (7.7 g, 36.1 millimols) so as to keep the temperature at -20° C. or lower, stirring the mixture at the same temperature for 2 hours, and treating the reaction product in the same manner as in Example 3, to obtain raw 4-(trans-4-(3-(1,3-dioxan-2-yl) propenyl)cyclohexyl)benzonitrile (10.3 g).

후처리

  1. additiondropwise adding to the mixture
  2. customat -20° C.
  3. stirringlower, stirring the mixture at the same temperature for 2 hours
  4. additiontreating the reaction product in the same manner as in Example 3

출처 및 근거

ORD 기록
ord-c669cc5417ba4fb298d038044be3122b
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05720899

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