Diisopropylethylamine → HCID 20092833, 화합물

HRID 274105노트

반응식

HRID 274105 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 20092833HCID 20092833, 화합물수율 97.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6eefa74782a0474fae9ec2b2dcb686c2
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05387747

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