Potassium tert-butoxide → 1-Ethynyladamantane

HRID 2073570

반응식

HRID 2073570 반응식
[CH3:1][C:2]([CH3:5])([O-])[CH3:3].[K+]>C(O)COCCOCCO>[C:1]([C:2]12[CH2:5][CH:3]3[CH2:1][CH:2]([CH2:5][CH:1]([CH2:2]3)[CH2:3]1)[CH2:3]2)#[CH:5]

참가 물질

3

반응물 1

HCID 23665647Potassium tert-butoxide

생성물 1

HCID 5947811-Ethynyladamantane

시약·촉매·용매 1

HCID 8172Triethylene Glycol용매

실험 절차

The Stetter and Goebel reference, also cited above, discloses the synthesis of 1-ethynyladamantane from 1-bromoadamantane in good yield. We repeated that procedure with minor modifications by reacting 1-bromoadamantane with vinyl bromide in the presence of aluminum bromide to give the 2,2-dibromoethyl derivative, then dehydrobrominating that derivative in situ with potassium t-butoxide in triethylene glycol to give 1-ethynyladamantane in 60% overall yield.

출처 및 근거

ORD 기록
ord-e77a97c976974e468fb4e86195300586
출처 데이터셋
uspto-grants-1990_04
특허 번호
US04918158

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