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Acetonitrile → 2-(4-(Methoxymethoxy)phenoxy)-N-(4-(trifluoromethoxy)phenyl)propanamide

HRID 1655553
ノート
印刷プレビュー

反応式

HRID 1655553 の反応式
Br[CH:2]([CH3:17])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]([F:16])([F:15])[F:14])=[CH:8][CH:7]=1)=[O:4].[CH3:18][O:19][CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+].C(#N)C>O>[CH3:18][O:19][CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([O:28][CH:2]([CH3:17])[C:3]([NH:5][C:6]2[CH:11]=[CH:10][C:9]([O:12][C:13]([F:16])([F:15])[F:14])=[CH:8][CH:7]=2)=[O:4])=[CH:24][CH:23]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 150701674-(Methoxymethoxy)phenolHCID 197926812-bromo-N-(4-(trifluoromethoxy)phenyl)propanamide

生成物 1

HCID 197926762-(4-(Methoxymethoxy)phenoxy)-N-(4-(trifluoromethoxy)phenyl)propanamide

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

実験手順

A mixture of 2.91 g (9.3 mmol) of 2-bromo-N-(4-(trifluoromethoxy)phenyl)propanamide, 1.58 g (10 mmol) of 4-(methoxymethoxy)phenol, 1.52 g (11 mmol) of powdered, anhydrous potassium carbonate and 35 ml of acetonitrile was warmed, under N2, at reflux for a period of 5.5 hours and then stirred at room temperature overnight. The resulting mixture was poured into water and extracted with two portions of ether. The combined organic layers were washed twice with 5 percent aqueous NaOH, treated with charcoal and MgSO4, filtered and the filtrates evaporated to dryness. The residue was recrystallized from hexane to leave 1.77 g (49 percent of theoretical) of the above-named product as a colorless solid, m.p. 115°-116° C. The product is identified on the basis of IR and NMR analyses.

後処理

  1. temperatureat reflux for a period of 5.5 hours
  2. extractionextracted with two portions of ether
  3. washThe combined organic layers were washed twice with 5 percent aqueous NaOH
  4. additiontreated with charcoal and MgSO4
  5. filtrationfiltered
  6. customthe filtrates evaporated to dryness
  7. customThe residue was recrystallized from hexane

出典と根拠

ORDレコード
ord-c5f7eccc7ea4492a8deec7465b0cf9ab
出典データセット
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05250690

反応ノート

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