3-Methoxybenzaldehyde → HCID 20523216、化合物

HRID 127921ノート

反応式

HRID 127921 の反応式
[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]

参加物

8

反応物 4

HCID 115693-MethoxybenzaldehydeHCID 89728Aminoacetaldehyde dimethyl acetalHCID 1315411839964-84-6HCID 178418373HCID 178418373、化合物

生成物 1

HCID 20523216HCID 20523216、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒HCID 3283Diethyl Ether溶媒

実験手順

A solution of 13.6 g. (0.1 mole) of 3-methoxy-benzaldehyde 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.

後処理

  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

出典と根拠

ORDレコード
ord-f367050b0fa64c8f82d267e45b77aa7b
出典データセット
uspto-grants-1981_03
特許番号
US04258049

反応ノート

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