Acetic Acid → Methyl [4-(aminomethyl)phenoxy]acetate acetate

HRID 733511ノート

反応式

HRID 733511 の反応式
O[N:2]=[CH:3][C:4]1[CH:15]=[CH:14][C:7]([O:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:6][CH:5]=1.C(O)(=O)C.N#N>CO.[Pd]>[C:10]([OH:12])(=[O:11])[CH3:9].[NH2:2][CH2:3][C:4]1[CH:15]=[CH:14][C:7]([O:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:6][CH:5]=1

参加物

6

反応物 3

HCID 176Acetic AcidHCID 947NitrogenHCID 73461790Methyl {4-[(hydroxyimino)methyl]phenoxy}acetate

生成物 1

HCID 86028338Methyl [4-(aminomethyl)phenoxy]acetate acetate収率 162.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To a solution of methyl {4-[(hydroxyimino)methyl]phenoxy}acetate (30 g, 0.14 mol) in methanol (650 mL) was added glacial acetic acid (6.8 g) and passed N2 for 30 min. To this was added Pd/C (10%, 3 g) and hydrogenated under 2 bars of pressure for 12 h. The reaction mixture was concentrated under vacuum. The crude product was treated with EtOAc (500 mL) and the white product filtered off The solid was dried under vacuum to give the title compound (29 g, 81%).

後処理

  1. customfor 30 min
  2. concentrationThe reaction mixture was concentrated under vacuum
  3. additionThe crude product was treated with EtOAc (500 mL)
  4. filtrationthe white product filtered off The solid
  5. customwas dried under vacuum

出典と根拠

ORDレコード
ord-fb2be3a7a0ff46b7897414ab1a99b24c
出典データセット
uspto-grants-2009_09
特許番号
US07589232B2

反応ノート

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