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

HRID 900772ノート

反応式

HRID 900772 の反応式
[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]

参加物

4

反応物 3

HCID 8028TetrahydrofuranHCID 11430Potassium CarbonateHCID 5661192-Quinuclidone

生成物 1

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

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-a101d88a6421485dbd305103ed0f1eca
出典データセット
uspto-grants-2008_04
特許番号
US07361668B2

反応ノート

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