Formic Acid → 2-(2,4-Difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propane-1,2-diol

HRID 2232266ノート

反応式

HRID 2232266 の反応式
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1([CH2:12][N:13]2[CH:17]=[N:16][CH:15]=[N:14]2)[CH2:11][O:10]1.C(O)=[O:19]>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:19])([CH2:12][N:13]1[CH:17]=[N:16][CH:15]=[N:14]1)[CH2:11][OH:10]

参加物

3

反応物 2

HCID 284Formic AcidHCID 101309211-(2-(2,4-Difluorophenyl)-2,3-epoxypropyl)-1H-1,2,4-triazole

生成物 1

HCID 109888402-(2,4-Difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propane-1,2-diol

実験手順

Heat a solution of 1-[[2-(2,4-difluorophenyl)oxiranyl]methyl]-1H-1,2,4-triazole (57 g) [prepared as described in Example 2(c) of British patent application No. 2,099,818A, published 15 Dec. 1982] in formic acid (500 mL) at reflux overnight. Remove the solvent in vacuo at 85°. Dilute the residue with ice water (1 liter) and basify carefully with 10% K2CO3 solution. Dilute with MeOH (500 mL) and heat on steam bath (1.5hr). Remove the MeOH in vacuo and extract the remaining aqueous solution with EtOAc (2×500 mL). Wash the EtOAc layer with H2O and dry it oyer MgSO4 and evaporate it to dryness to give 49.7 g of the title compound as a solid, m.p. 130°-132° C.

後処理

  1. customprepared
  2. customRemove the solvent in vacuo at 85°
  3. additionDilute the residue with ice water (1 liter)
  4. additionDilute with MeOH (500 mL)
  5. temperatureheat on steam bath (1.5hr)
  6. customRemove the MeOH in vacuo
  7. extractionextract the remaining aqueous solution with EtOAc (2×500 mL)
  8. washWash the EtOAc layer with H2O
  9. dry with materialdry it oyer MgSO4
  10. customevaporate it to dryness

出典と根拠

ORDレコード
ord-be4791a4d5ad42989646316129847bde
出典データセット
uspto-grants-1988_11
特許番号
US04788190

反応ノート

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