Diisopropylethylamine → HCID 20092833、化合物

HRID 274105ノート

反応式

HRID 274105 の反応式
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][CH:11]=[CH:12][C:13]=2[C:14]#[N:15])=[CH:5][CH:4]=1.[O:16]=[C:17]([CH2:24][CH2:25][CH3:26])[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20].C(N(C(C)C)CC)(C)C.[Li+].[Br-]>C1COCC1>[C:14]([C:13]1[CH:12]=[CH:11][S:10][C:9]=1[C:6]1[CH:7]=[CH:8][C:3]([CH2:2][CH:18]([C:17](=[O:16])[CH2:24][CH2:25][CH3:26])[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:4][CH:5]=1)#[N:15]

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 82050Lithium BromideHCID 238498Ethyl 3-oxohexanoateHCID 200928574-(3-Cyano-2-thienyl)benzyl bromide

生成物 1

HCID 20092833HCID 20092833、化合物収率 97.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 50 g of 2-(4-bromomethylphenyl)-3-cyanothiophene, prepared above, 40 g of ethyl 3-oxohexanoate, prepared in Example 1, 300 ml of THF, 62 ml of diisopropylethylamine and 15.6 g of LiBr is refluxed for 15 h. It is concentrated under vacuum, a dilute solution of hydrochloric acid is added and the mixture is extracted with ethyl acetate. The organic phases are combined, washed with water, dried and evaporated to give 62.4 g of ethyl 2-[4-(3-cyano-2-thienyl)benzyl]-3-oxohexanoate in the form of an oil, which is used without further purification.

後処理

  1. temperatureis refluxed for 15 h
  2. concentrationIt is concentrated under vacuum
  3. additiona dilute solution of hydrochloric acid is added
  4. extractionthe mixture is extracted with ethyl acetate
  5. washwashed with water
  6. customdried
  7. customevaporated

出典と根拠

ORDレコード
ord-6eefa74782a0474fae9ec2b2dcb686c2
出典データセット
uspto-grants-1995_02
特許番号
US05387747

反応ノート

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