Diisopropylethylamine → HCID 20092833, 화합물

HRID 1708420노트

반응식

HRID 1708420 반응식
[O:1]=[C:2]([CH2:9][CH2:10][CH3:11])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:12]([C:14]1[CH:18]=[CH:17][S:16][C:15]=1[C:19]1[CH:26]=[CH:25][C:22]([CH2:23]Br)=[CH:21][CH:20]=1)#[N:13].[Br-].[Li+].C(N(C(C)C)CC)(C)C>O1CCCC1.O>[C:12]([C:14]1[CH:18]=[CH:17][S:16][C:15]=1[C:19]1[CH:26]=[CH:25][C:22]([CH2:23][CH:3]([C:2](=[O:1])[CH2:9][CH2:10][CH3:11])[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[CH:21][CH:20]=1)#[N:13]

참가 물질

7

반응물 4

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

생성물 1

HCID 20092833HCID 20092833, 화합물수율 99.5%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

11 g of ethyl 3-oxohexanoate are dissolved in 150 ml of tetrahydrofuran. 12.9 g of 4-(3-cyano-2-thienyl)benzyl bromide and 6.1 g of lithium bromide are added and the mixture is stirred at room temperature. 24.2 ml of diisopropylethylamine are then added dropwise. After the addition is complete, the reaction mixture is brought to reflux for 24 hours. After evaporation under vacuum, the residue obtained is taken up with water and then extracted with chloroform. The organic phase is dried and then evaporated under vacuum. The excess ethyl 3-oxohexanoate is removed using a vane pump. 16.4 g of ethyl 2-[4-(3-cyano-2-thienyl)benzyl]-3-oxohexanoate are thereby obtained in the form of a pale yellow oil, which is used without further purification for the next step.

후처리

  1. additionAfter the addition
  2. temperatureto reflux for 24 hours
  3. customAfter evaporation under vacuum
  4. customthe residue obtained
  5. extractionextracted with chloroform
  6. customThe organic phase is dried
  7. customevaporated under vacuum
  8. customThe excess ethyl 3-oxohexanoate is removed

출처 및 근거

ORD 기록
ord-32a753fc1d9346d9b8101f2475a46e32
출처 데이터셋
uspto-grants-1994_10
특허 번호
US05358950

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