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N-Allyl-2,2,2-trifluoroacetamide → (E)-N-(3-(3-(cyclohexylmethoxy)-5-fluorophenyl)allyl)-2,2,2-trifluoroacetamide

HRID 882492
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HRID 882492 반응식
Br[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([O:9][CH2:10][CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:3]=1.[CH2:17]([NH:20][C:21](=[O:26])[C:22]([F:25])([F:24])[F:23])[CH:18]=[CH2:19]>CN(C=O)C>[CH:11]1([CH2:10][O:9][C:4]2[CH:3]=[C:2](/[CH:19]=[CH:18]/[CH2:17][NH:20][C:21](=[O:26])[C:22]([F:25])([F:24])[F:23])[CH:7]=[C:6]([F:8])[CH:5]=2)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1
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반응물 2

HCID 558569N-Allyl-2,2,2-trifluoroacetamideHCID 673171711-Bromo-3-(cyclohexylmethoxy)-5-fluorobenzene

생성물 1

HCID 86637624(E)-N-(3-(3-(cyclohexylmethoxy)-5-fluorophenyl)allyl)-2,2,2-trifluoroacetamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Coupling of 1-bromo-3-(cyclohexylmethoxy)-5-fluorobenzene with N-allyl-2,2,2-trifluoroacetamide following the method used in Example 10 except DMF was used as solvent gave (E)-N-(3-(3-(cyclohexylmethoxy)-5-fluorophenyl)allyl)-2,2,2-trifluoroacetamide as a white solid. Yield (0.44 g, 64%): 1H NMR (400 MHz, DMSO-d6) 1H NMR (400 MHz, CDCl3) δ 9.68 (t, J=4.0 Hz, 1H), 6.79-6.86 (m, 2H), 6.65 (dt, J=10.8, 2.0 Hz, 1H), 6.45 (d, J=15.6 Hz, 1H), 6.31 (dt, J=16.0, 5.6 Hz, 1H), 3.95 (t, J=4.8 Hz, 2H), 3.77 (d, J=5.6 Hz, 2H), 1.58-1.80 (m, 6H), 1.10-1.28 (m, 3H), 0.90-1.06 (m, 2H).

출처 및 근거

ORD 기록
ord-d6eefccffb1045ad92bb40d88cb725f5
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08993807B2

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