Hydrochloric Acid → Methyl 3-phenoxybenzeneacetate

HRID 2216637

반응식

HRID 2216637 반응식
[O:1]([C:8]1[CH:9]=[C:10]([CH2:14][C:15]([OH:17])=[O:16])[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:18]OC(=O)C(N)CCC.Cl.CN(C)C>C(Cl)Cl.C(Cl)CCl>[CH3:18][O:16][C:15](=[O:17])[CH2:14][C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH:9]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 1146TrimethylamineHCID 1417493-Phenoxyphenylacetic acidHCID 533890Methyl 2-aminopentanoate

생성물 1

HCID 14815950Methyl 3-phenoxybenzeneacetate수율 131.8%

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 6344Dichloromethane용매

실험 절차

A mixture of (3-Phenoxy-phenyl)-acetic acid (10.00 g, 0.0438 mol), 2-amino-pentanoic acid methyl ester (7.34 g, 0.0438 mol.), HBOT (6.20 g, 0.046 mol), EDC. HCl (12.59 g, 0.067 mol) and a trimethylamine (30.45 ml, 0.22 mol) in methylene chloride (150 ml) was stirred at room temperature overnight. The mixture was quenched with water and extracted with methylene chloride. The organic layer was washed with 1N HCl, then brine, dried over sodium sulfate and the solvent was removed at reduced pressure to provide 13.99 g of (3-phenoxy-phenyl)-acetic acid methyl ester as a thick oil, LC-MS M+1=342.

후처리

  1. customThe mixture was quenched with water
  2. extractionextracted with methylene chloride
  3. washThe organic layer was washed with 1N HCl
  4. dry with materialbrine, dried over sodium sulfate
  5. customthe solvent was removed at reduced pressure

출처 및 근거

ORD 기록
ord-d25034b59c1541e0ae6e9262dd1aea8f
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07112599B2

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