Phenyl glycidyl ether → HCID 22154115、化合物

HRID 1110717ノート

反応式

HRID 1110717 の反応式
[ClH:1].[NH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.[O:13]1[CH:15]([CH2:16][O:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:14]1>>[ClH:1].[OH:13][CH:15]([CH2:16][O:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:14][NH:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1

参加物

3

反応物 2

HCID 31217Phenyl glycidyl etherHCID 221541064-(2-Aminoethoxy)phenol--hydrogen chloride (1/1)

生成物 1

HCID 22154115HCID 22154115、化合物収率 15.6%

実験手順

A mixture of p-(2-aminoethoxy)phenol hydrochloride (1.89 g) triethylamine (1.01 g) and 1,2-epoxy-3-phenoxypropane (1.5 g) was heated under reflux for 24 hours. The reaction mixture was cooled and the solvent was evaporated. The residue was partitioned between dichloromethane (100 ml) and 10% w/v potassium carbonate solution. The organic layer was separated, dried (HgSO4), and the solvent was evaporated. The residual oil was dissolved in ethyl acetate and dry hydrogen chloride was passed through the solution until no further solid precipitated. The precipitate was collected and recrystallised from methanol and ethyl acetate to give p-(2-[2-hydroxy-3-phenoxypropylamino]ethoxy)phenol hydrochloride (0.53 g), mp, 171°-172° C.; microanalysis: found C, 60.3; H, 6.7; N, 4.0; Cl, 10.6%; required for C17H22NClO4 : C, 60.1; H, 6.5; N, 4.1; Cl, 10.5%.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 24 hours
  3. temperatureThe reaction mixture was cooled
  4. customthe solvent was evaporated
  5. customThe residue was partitioned between dichloromethane (100 ml) and 10%
  6. customThe organic layer was separated
  7. dry with materialdried (HgSO4)
  8. customthe solvent was evaporated
  9. dissolutionThe residual oil was dissolved in ethyl acetate
  10. customprecipitated
  11. customThe precipitate was collected
  12. customrecrystallised from methanol and ethyl acetate

出典と根拠

ORDレコード
ord-495c586983f04046824b39e968dc707c
出典データセット
uspto-grants-1990_12
特許番号
US04977148

反応ノート

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