Potassium Iodide → 1-[4-(4-{2-[2-(4-Trifluoromethoxy-phenyl)-vinyl]-oxazol-4-ylmethoxy}-phenyl)-butyl]-1H-[1,2,3]triazole

HRID 1271391노트

반응식

HRID 1271391 반응식
Cl[CH2:2][C:3]1[N:4]=[C:5]([CH:8]=[CH:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=2)[O:6][CH:7]=1.[N:21]1([CH2:26][CH2:27][CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][CH:31]=2)[CH:25]=[CH:24][N:23]=[N:22]1.[I-].[K+].C[O-].[Na+]>CO>[F:18][C:17]([F:20])([F:19])[O:16][C:13]1[CH:14]=[CH:15][C:10]([CH:9]=[CH:8][C:5]2[O:6][CH:7]=[C:3]([CH2:2][O:36][C:33]3[CH:34]=[CH:35][C:30]([CH2:29][CH2:28][CH2:27][CH2:26][N:21]4[CH:25]=[CH:24][N:23]=[N:22]4)=[CH:31][CH:32]=3)[N:4]=2)=[CH:11][CH:12]=1

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 10942334Sodium MethoxideHCID 121094944-(4-[1,2,3]Triazol-1-yl-butyl)phenolHCID 690715774-Chloromethyl-2-[2-(4-trifluoromethoxy-phenyl)-vinyl]-oxazole

생성물 1

HCID 694744061-[4-(4-{2-[2-(4-Trifluoromethoxy-phenyl)-vinyl]-oxazol-4-ylmethoxy}-phenyl)-butyl]-1H-[1,2,3]triazole

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

MS: M=304.2(API+). 1H-NMR(400 MHz, D6-DMSO): δ=4.71(s, 2H, CH2Cl), 7.21(d, 1H, ═CH), 7.40(d, 2H, Ar—H), 7.58(d, 1H, ═CH), 7.87(d, 2H, Ar—H), 8.19(s, 1H, oxazole). 0.304 g (1.00 mmol) 4-Chloromethyl-2-[2-(4-trifluoromethoxy-phenyl)-vinyl]-oxazole, 0.217 g (1.00 mmol) 4-(4-[1,2,3]Triazol-1-yl-butyl)-phenol, 0.166 g (1.00 mmol) potassium iodide and 0.191 ml (1.00 mmol) of a 30% sodium methylate solution were added to 50.0 ml methanol and heated to reflux for 8 h. After removal of solvent, partitioning of the residue between 50 ml ethyl acetate and 15 ml water, the organic phase was washed with 10 ml water, 10 ml 0.1 N NaOH, 15 ml water twice and dried over sodium sulphate. The solution was concentrated until crystallisation of the product started. After leaving for 1 h at room temperature the precipitate was isolated, washed with ether and dried at 40° C. in vacuo. Yield 0.16 g (32%) 2, m.p. 138–140° C.

후처리

  1. temperatureheated
  2. temperatureto reflux for 8 h
  3. customAfter removal of solvent
  4. custompartitioning of the residue between 50 ml ethyl acetate and 15 ml water
  5. washthe organic phase was washed with 10 ml water, 10 ml 0.1 N NaOH, 15 ml water twice
  6. dry with materialdried over sodium sulphate
  7. concentrationThe solution was concentrated until crystallisation of the product
  8. customAfter leaving for 1 h at room temperature the precipitate
  9. customwas isolated
  10. washwashed with ether
  11. customdried at 40° C. in vacuo

출처 및 근거

ORD 기록
ord-0b2c26536c9b4815be0970e2241c2aa4
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07205325B2

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