2-Butanone oxime → 1,3-Dicyclohexyl-O-(N-2-butylideneamino)-isourea

HRID 2275469노트

반응식

HRID 2275469 반응식
[CH3:1][C:2](=[N:5][OH:6])[CH2:3][CH3:4].[CH:7]1([N:13]=[C:14]=[N:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1>C1COCC1.[OH-].[Na+]>[CH:16]1([NH:15][C:14](=[N:13][CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[O:6][N:5]=[C:2]([CH2:3][CH3:4])[CH3:1])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1

참가 물질

5

반응물 2

HCID 72922-Butanone oximeHCID 10868Dicyclohexylcarbodiimide

생성물 1

HCID 866646331,3-Dicyclohexyl-O-(N-2-butylideneamino)-isourea수율 76.6%

시약·촉매·용매 2

HCID 14798Sodium Hydroxide촉매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methylethylketone oxime (4.6 g, 0.053 mol) in dry THF (30 ml) is added finely powdered NaOH (0.15 g) and dicyclohexylcarbodiimide (10.3 g, 0.05 mol). The mixture is then stirred 5 h at room temperature under argon. The turbid mixture is thereafter filtered and evaporated under reduced pressure. The residue is stirred 10 minutes with acetonitrile (30 ml), the acetonitrile phase is then discarded, the oily residue is dissolved in dichloromethane (30 ml), filtered and evaporated to afford 11.24 g of the title compound as a slightly yellow liquid.

후처리

  1. filtrationThe turbid mixture is thereafter filtered
  2. customevaporated under reduced pressure
  3. stirringThe residue is stirred 10 minutes with acetonitrile (30 ml)
  4. dissolutionthe oily residue is dissolved in dichloromethane (30 ml)
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-b2b7ffe8d0ac466f9de16d28d9faa758
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09127098B2

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