Dimethylamine → 1-(4-(Diethoxymethyl)phenyl)-n,n,-dimethylmethanamine

HRID 1467719노트

반응식

HRID 1467719 반응식
[CH2:1]([O:3][CH:4]([O:13][CH2:14][CH3:15])[C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1)[CH3:2].[CH3:16][NH:17][CH3:18].O.[BH4-].[Na+]>CO>[CH2:1]([O:3][CH:4]([O:13][CH2:14][CH3:15])[C:5]1[CH:12]=[CH:11][C:8]([CH2:9][N:17]([CH3:18])[CH3:16])=[CH:7][CH:6]=1)[CH3:2]

참가 물질

6

반응물 4

HCID 674DimethylamineHCID 962WaterHCID 5959934-(Diethoxymethyl)benzaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 230003481-(4-(Diethoxymethyl)phenyl)-n,n,-dimethylmethanamine수율 90%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 4-(diethoxymethyl)benzaldehyde (6.8 g, 32.69 mmol) and dimethylamine in 33 wt. % solution in water (9.25 g, 98 mmol) in methanol (200 mL) was stirred at room temperature for overnight. Sodium borohydride (1.85 g, 49 mmol) was added by portions with ice cooling. After the addition, the mixture was stirred at room temperature for 4 hr. The mixture was quenched with water (100 mL) and extracted with ethyl acetate (100 ml×3). The extract was dried over anhydrous sodium sulfate and concentrated to give crude title compound (7.0 g, yield 90%), which was used in the next step without further purification. LC-MS (ESI) m/z: 238 (M+1)+.

후처리

  1. additionAfter the addition
  2. customThe mixture was quenched with water (100 mL)
  3. extractionextracted with ethyl acetate (100 ml×3)
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b87c585fc551430cb0240ff88cfced65
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999987B2

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