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1-Chloromethylnaphthalene → 2-Cyanoethyl-alpha-naphthylmethylmalonic acid diethyl ester

HRID 4588
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HRID 4588 반응식
C(CCC([CH2:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH:11]=1)C(O)=O)#N.[CH2:20]([O:22][C:23](=[O:34])[CH:24]([CH2:30][CH2:31][C:32]#[N:33])[C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH3:21].[H-].[Na+].ClCC1C2C(=CC=CC=2)C=CC=1>CN(C=O)C>[CH2:28]([O:27][C:25](=[O:26])[C:24]([CH2:30][CH2:31][C:32]#[N:33])([CH2:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH:11]=1)[C:23]([O:22][CH2:20][CH3:21])=[O:34])[CH3:29]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 68451-ChloromethylnaphthaleneHCID 24758Sodium hydrideHCID 87005Diethyl (2-cyanoethyl)malonateHCID 230496424-Cyano-2(R,S)-alpha-naphthylmethylbutyric acid

생성물 1

HCID 543236892-Cyanoethyl-alpha-naphthylmethylmalonic acid diethyl ester

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매
2회

실험 절차

4-Cyano-2(R,S)-α-naphthylmethylbutyric acid: 2.13 g of 2-cyanoethylmalonic acid diethyl ester are added to a suspension of 0.48 g of sodium hydride dispersion in 25 ml of DMF. The reaction mixture is stirred for 2 hours at 80° and then, at room temperature, 1.77 g of α-chloromethylnaphthalene in 5 ml of DMF are added. The mixture is further stirred for 16 hours at 50° and then concentrated by evaporation. The residue is dissolved in ethyl acetate, washed with 0.1N hydrochloric acid and water, dried over sodium sulphate and concentrated by evaporation, leaving 2-cyanoethyl-α-naphthylmethylmalonic acid diethyl ester.

후처리

  1. stirringThe mixture is further stirred for 16 hours at 50°
  2. concentrationconcentrated by evaporation
  3. dissolutionThe residue is dissolved in ethyl acetate
  4. washwashed with 0.1N hydrochloric acid and water
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-e0ff61d3b6514a55bc0cf587e046c10f
출처 데이터셋
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04727060

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