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

HRID 1269595노트

반응식

HRID 1269595 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-090f2d890ff540a680fbf234dbedced4
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199239B2

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