Hydrochloric Acid → Methyl 3-phenoxybenzeneacetate

HRID 2216637

反応式

HRID 2216637 の反応式
[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

参加物

7

反応物 4

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

生成物 1

HCID 14815950Methyl 3-phenoxybenzeneacetate収率 131.8%

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d25034b59c1541e0ae6e9262dd1aea8f
出典データセット
uspto-grants-2006_09
特許番号
US07112599B2

関連ノート

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