Phenyl glycidyl ether → HCID 22154115, 화합물

HRID 1110717노트

반응식

HRID 1110717 반응식
[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

참가 물질

3

반응물 2

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

생성물 1

HCID 22154115HCID 22154115, 화합물수율 15.6%

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-495c586983f04046824b39e968dc707c
출처 데이터셋
uspto-grants-1990_12
특허 번호
US04977148

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