Hydrochloric Acid → Ethyl 4-[1-(4-chlorobenzyl)-5-fluorobenzimidazol-2-yl]-3,3-dimethylbutanoate

HRID 653668ノート

反応式

HRID 653668 の反応式
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][NH:7][C:8]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:9]=2[NH2:10])=[CH:4][CH:3]=1.[CH3:18][CH:19]=C(C)C.[CH3:23][C:24]([CH3:33])([CH2:29][C:30](O)=O)[CH2:25][C:26]([OH:28])=[O:27].Cl>C(Cl)(Cl)Cl.C(O)C.C(N(CC)CC)C>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][N:7]2[C:8]3[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:9]=3[N:10]=[C:30]2[CH2:29][C:24]([CH3:23])([CH3:33])[CH2:25][C:26]([O:28][CH2:18][CH3:19])=[O:27])=[CH:4][CH:3]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 105532-Methyl-2-butene2 回HCID 209843,3-Dimethylglutaric acidHCID 149529912-(4-Chlorobenzylamino)-5-fluoroaniline

生成物 1

HCID 14953020Ethyl 4-[1-(4-chlorobenzyl)-5-fluorobenzimidazol-2-yl]-3,3-dimethylbutanoate

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 6212Chloroform溶媒2 回HCID 8471Triethylamine溶媒

実験手順

10 g of 2-(4-chlorobenzylamino)-5-fluoroaniline, prepared in Example 8, are dissolved in 100 ml of chloroform, stabilized with amylene, and 6 ml of triethylamine. A solution of 8.25 g of the acid chloride ethyl ester of 3,3-dimethylglutaric acid, prepared in Example 28, in 20 ml of chloroform, stabilized with amylene, is added dropwise. The mixture is stirred for two hours at room temperature, the crystals formed are filtered off and the solvents are evaporated off under vacuum. The residue obtained is dissolved in 200 ml of ethanol and 30 ml of concentrated hydrochloric acid and the mixture is refluxed for 10 hours. The solvents are evaporated off to dryness and the residue is taken up with water and then extracted with ethyl acetate. The organic phase is dried and evaporated under vacuum to give 14 g of ethyl 4-[1-(4-chlorobenzyl)-5-fluorobenzimidazol-2-yl]-3,3-dimethylbutanoate in the form of an oil, which is used as such for the next step.

後処理

  1. additionis added dropwise
  2. customthe crystals formed
  3. filtrationare filtered off
  4. customthe solvents are evaporated off under vacuum
  5. customThe residue obtained
  6. customThe solvents are evaporated off to dryness
  7. extractionextracted with ethyl acetate
  8. customThe organic phase is dried
  9. customevaporated under vacuum

出典と根拠

ORDレコード
ord-fc8b5d242c1a49178f469351a9e8646c
出典データセット
uspto-grants-1992_07
特許番号
US05128359

反応ノート

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