Lithium diisopropylamide → HCID 13500289、化合物

HRID 371183ノート

反応式

HRID 371183 の反応式
[CH:1]([N-:4]C(C)C)(C)C.[Li+].[CH2:9]1[C:22]2[CH:13]([NH:14][CH:15]3[C:20]([CH:21]=2)=[CH:19][CH:18]=[CH:17][CH2:16]3)[CH2:12][CH2:11][CH2:10]1.C(N(C1CCCCC1)C#N)(C)(C)C>O1CCCC1>[C:1]([CH:12]1[C:13]2[C:22](=[CH:21][C:20]3[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=3[N:14]=2)[CH2:9][CH2:10][CH2:11]1)#[N:4]

参加物

5

反応物 3

HCID 2724682Lithium diisopropylamideHCID 13500287HCID 13500287、化合物HCID 23065677HCID 23065677、化合物

生成物 1

HCID 13500289HCID 13500289、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of lithium diisopropylamide [ex 1.55M BuLi/hexane (32.3 ml, 50 mM), diisopropylamine (3.5 ml, 25 mM), tetrahydrofuran (20 ml)] maintained at 0° C. under an argon atmosphere was treated with a solution of octahydroacridine (4.68 g, 25 mM) in the tetrahydrofuran (10 ml). After 0.5 hours a solution of N-t-butyl-N-cyclohexylcyanamide (4.6 g, 28 mM) in tetrahydrofuran (10 ml) was added and the mixture stirred overnight. The reaction was quenched with water, extracted with toluene and the organic phase washed with water, dried and evaporated. The residue, dissolved in ethyl acetate, was passed through a short silica column to yield the title compound. (3.8 g) mp. 88°-90° C.

後処理

  1. customThe reaction was quenched with water
  2. extractionextracted with toluene
  3. washthe organic phase washed with water
  4. customdried
  5. customevaporated
  6. dissolutionThe residue, dissolved in ethyl acetate

出典と根拠

ORDレコード
ord-ac21dda39d694a058d96b2c38527d3aa
出典データセット
uspto-grants-1985_07
特許番号
US04529798

反応ノート

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