1,3,4,6,7,8a-Hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methanonaphthalen-8(5H)-one → HCID 86623586, 화합물

HRID 1986511노트

반응식

HRID 1986511 반응식
[CH3:1][C:2](C)([O-])C.[K+].[CH3:7][C:8]1([CH3:22])[CH2:13][CH2:12][C:11](=O)[CH:10]2[C:15]([CH3:21])([CH3:20])[CH:16]3[CH2:19][C:9]12[CH2:18][CH2:17]3>[Br-].C([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)C.C1CCCCC1>[CH:1](=[C:11]1[CH:10]2[C:15]([CH3:20])([CH3:21])[CH:16]3[CH2:19][C:9]2([CH2:18][CH2:17]3)[C:8]([CH3:22])([CH3:7])[CH2:13][CH2:12]1)[CH3:2]

참가 물질

5

반응물 2

HCID 909781,3,4,6,7,8a-Hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methanonaphthalen-8(5H)-oneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 86623586HCID 86623586, 화합물수율 62%

시약·촉매·용매 2

HCID 73727Phosphonium, ethyltriphenyl-, bromide (1:1)촉매HCID 8078Cyclohexane용매

실험 절차

Potassium tert-butoxide (13.0 g, 0.116 mol) and ethyltriphenylphosphonium bromide (41.6 g, 0.112 mol) were added to a solution of 2,2,7,7-tetramethyltricyclo[6.2.1.01,6]undecan-5-one (1, 20.0 g, 0.091 mol) in cyclohexane (200 ml), the reaction mixture was stirred at room temperature for 78 h and filtered through Celite®. The filtrate was concentrated and distilled under reduced pressure to give (at 95° C./0.1 mbar) 5-ethylidene-2,2,7,7-tetramethyltricyclo[6.2.1.01,6]undecane (2b, 13.1 g, 62% yield, colourless liquid).

후처리

  1. filtrationfiltered through Celite®
  2. concentrationThe filtrate was concentrated
  3. distillationdistilled under reduced pressure

출처 및 근거

ORD 기록
ord-ec800f96d66042219eeec19cad699b16
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07550417B2

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