Lithium diisopropylamide → HCID 13500289, 화합물

HRID 371183노트

반응식

HRID 371183 반응식
[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]

참가 물질

5

반응물 3

HCID 2724682Lithium diisopropylamideHCID 13500287HCID 13500287, 화합물HCID 23065677HCID 23065677, 화합물

생성물 1

HCID 13500289HCID 13500289, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ac21dda39d694a058d96b2c38527d3aa
출처 데이터셋
uspto-grants-1985_07
특허 번호
US04529798

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