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

HRID 4588

反応式

HRID 4588 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 543236892-Cyanoethyl-alpha-naphthylmethylmalonic acid diethyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e0ff61d3b6514a55bc0cf587e046c10f
出典データセット
uspto-grants-1988_02
特許番号
US04727060

関連ノート

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