Butylamine → Methyl {4-[(butylamino)methyl]-2-methylphenoxy}acetate

HRID 1269595ノート

反応式

HRID 1269595 の反応式
[CH:1]([C:3]1[CH:15]=[CH:14][C:6]([O:7][CH2:8][C:9]([O:11][CH2:12]C)=[O:10])=[C:5]([CH3:16])[CH:4]=1)=O.[CH2:17]([NH2:21])[CH2:18][CH2:19][CH3:20].[BH4-].[Na+]>CO>[CH2:17]([NH:21][CH2:1][C:3]1[CH:15]=[CH:14][C:6]([O:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[C:5]([CH3:16])[CH:4]=1)[CH2:18][CH2:19][CH3:20]

参加物

5

反応物 3

HCID 8007ButylamineHCID 4311764Sodium borohydrideHCID 58622891Ethyl (4-formyl-2-methylphenoxy)acetate

生成物 1

HCID 58622898Methyl {4-[(butylamino)methyl]-2-methylphenoxy}acetate収率 83.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of ethyl (4-formyl-2-methylphenoxy)acetate (0.65 g, 2.93 mmol) in anyhdrous methanol (12 mL) under nitrogen was added n-butylamine (0.3 mL, 3.07 mmol) and the resultant mixture stirred for 18 h at room temperature, prior to portion wise addition of sodium borohydride (0.144 g, 3.8 mmol). After 30 minutes stirring at room temperature the reaction was quenched by cautious addition of sat. sodium bicarbonate aq. and then extracted into ethyl acetate (2×40 mL). The organic solution was dried (MgSO4) and the solvents removed in vacuo to afford the title compound as a pale yellow oil (0.65 g).

後処理

  1. customwas quenched by cautious addition of sat. sodium bicarbonate aq.
  2. extractionextracted into ethyl acetate (2×40 mL)
  3. dry with materialThe organic solution was dried (MgSO4)
  4. customthe solvents removed in vacuo

出典と根拠

ORDレコード
ord-090f2d890ff540a680fbf234dbedced4
出典データセット
uspto-grants-2007_04
特許番号
US07199239B2

反応ノート

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