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Methyl Salicylate → 2-(2-{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-2-cyclopropyl-methoxy-ethoxy)-benzoic acid methyl ester

HRID 512923
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HRID 512923 반응식
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](/[CH:12]=[CH:13]/[C:14]3[CH:15]=[C:16]([CH:20]([CH:25]4[CH2:27][CH2:26]4)[CH:21](OC)[OH:22])[CH:17]=[CH:18][CH:19]=3)=[N:9]2)=[CH:4][CH:3]=1.[C:28]([O:37][CH3:38])(=[O:36])[C:29]1[C:30](=[CH:32][CH:33]=[CH:34][CH:35]=1)O.N(C(OC(C)C)=O)=N[C:41](OC(C)C)=[O:42].ClCCl>C1COCC1>[CH3:38][O:37][C:28](=[O:36])[C:29]1[CH:30]=[CH:32][CH:33]=[CH:34][C:35]=1[O:22][CH2:21][C:20]([O:42][CH3:41])([C:16]1[CH:17]=[CH:18][CH:19]=[C:14](/[CH:13]=[CH:12]/[C:8]2[CH:7]=[CH:6][C:5]3[C:4](=[CH:3][C:2]([Cl:1])=[CH:11][CH:10]=3)[N:9]=2)[CH:15]=1)[CH:25]1[CH2:26][CH2:27]1
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참가 물질

6

반응물 4

HCID 4133Methyl SalicylateHCID 6344DichloromethaneHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 867207352-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-2-cyclopropyl methoxy-ethanol

생성물 1

HCID 1317332782-(2-{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-2-cyclopropyl-methoxy-ethoxy)-benzoic acid methyl ester수율 9.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of ether-alcohol 44 (0.9 g, 0.0024 mol) in THF (5 ml) was added triphenyl phosphene (0.93 g, 0.0035 mol) and methyl salicylate (0.54 ml, 0.0036 mol). The resulting mixture was stirred at ambient temperature for 5 minutes and diisopropyl azodicarboxilate (0.71 g, 0.0035 mol) was added drop wise to the mixture. The reaction mixture was stirred at the same temperature for seven days. Dichloromethane (30 ml) was added to the mixture followed by drying of the resulted solution over sodium sulfate, evaporation of the solvents and FC to give ester 45 (0.12 g, 9.62%).

후처리

  1. stirringThe reaction mixture was stirred at the same temperature for seven days
  2. dry with materialby drying of the resulted solution over sodium sulfate, evaporation of the solvents and FC

출처 및 근거

ORD 기록
ord-b7039e9b02744d678f858c9add7671f1
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09102665B2

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