3-Methoxybenzaldehyde → HCID 20523216, 화합물

HRID 223146노트

반응식

HRID 223146 반응식
[CH3:1]OC1C=C(C=CC=1)C=O.COC(OC)CN.[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH:31]=[CH:32][CH:33]=1)[CH:23]=[N:24][CH2:25][CH:26]([O:29][CH3:30])[O:27][CH3:28].C[Mg]I>CCOCC.O.C1(C)C=CC=CC=1>[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH:31]=[CH:32][CH:33]=1)[CH:23]([NH:24][CH2:25][CH:26]([O:27][CH3:28])[O:29][CH3:30])[CH3:1]

참가 물질

8

반응물 4

HCID 115693-MethoxybenzaldehydeHCID 89728Aminoacetaldehyde dimethyl acetalHCID 1315411839964-84-6HCID 178418373HCID 178418373, 화합물

생성물 1

HCID 20523216HCID 20523216, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 1140Toluene용매HCID 3283Diethyl Ether용매

실험 절차

A solution of 13.6 g. (0.1 mole) of 3-methoxybenzaldehyde and 10.5 g. (0.1 mole) of aminoacetaldehyde dimethyl acetal in 250 ml. of toluene is refluxed for one hour and water produced in the reaction is collected in a Dean-Stark trap. The resulting solution of 3-methoxy-N-(2,2-dimethoxyethyl)benzylidenamine is added to a solution of (0.2 mole) of methylmagnesium iodide in 250 ml. of ether over 1.5 hours. The mixture is stirred for one hour, cooled and quenched by careful addition of 250 ml. of water. The aqueous phase was filtered through Celite, extracted with 150 ml. of ether and the combined organic phases washed, dried and evaporated to yield 3-methoxy-α-methyl-N-(2,2-dimethoxyethyl)benzylamine.

후처리

  1. customis collected in a Dean-Stark trap
  2. temperaturecooled
  3. customquenched by careful addition of 250 ml
  4. filtrationThe aqueous phase was filtered through Celite
  5. extractionextracted with 150 ml
  6. washof ether and the combined organic phases washed
  7. customdried
  8. customevaporated

출처 및 근거

ORD 기록
ord-2627117ec5db4d90a634e2e9ed141d3a
출처 데이터셋
uspto-grants-1982_10
특허 번호
US04352809

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