Tetrahydrofuran → 3-Ethynyl-1-azabicyclo[2.2.2]octan-3-ol

HRID 900772노트

반응식

HRID 900772 반응식
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][C:2]2=O.C([O-])([O-])=[O:11].[K+].[K+].[CH2:16]1COC[CH2:17]1>>[C:16]([C:3]1([OH:11])[CH:4]2[CH2:7][CH2:8][N:1]([CH2:6][CH2:5]2)[CH2:2]1)#[CH:17]

참가 물질

4

반응물 3

HCID 8028TetrahydrofuranHCID 11430Potassium CarbonateHCID 5661192-Quinuclidone

생성물 1

HCID 36135173-Ethynyl-1-azabicyclo[2.2.2]octan-3-ol

실험 절차

Quinuclidinone (76 g, 0.608 mol) was added to a stirred suspension of lithium acetylide ethylene diamine complex (85.7 g, 0.791 mol) in dry THF (500 ml) under nitrogen, at 0° C. After 16 hours at room temperature, a saturated aqueous solution of K2CO3 was added and the mixture was extracted with THF (3 times). Organic phases were combined, dried over MgSO4 and evaporated under vacuum. The white solid was triturated in ether, filtered and dried to give 3-ethynylquinuclidin-3-ol 47 (56.22 g, 61

후처리

  1. extractionthe mixture was extracted with THF (3 times)
  2. dry with materialdried over MgSO4
  3. customevaporated under vacuum
  4. customThe white solid was triturated in ether
  5. filtrationfiltered
  6. customdried

출처 및 근거

ORD 기록
ord-a101d88a6421485dbd305103ed0f1eca
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07361668B2

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