Dimethyl Ether → Bis(p-dimethylaminophenyl)methoxyphenyl Acetic Acid, Methyl Ester

HRID 66928

反応式

HRID 66928 の反応式
[C:1]([O:11][CH3:12])(=[O:10])[CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3].[CH3:13][N:14]([C:16]1[CH:32]=[CH:31][C:19]([CH:20](O)[C:21]2[CH:26]=[CH:25][C:24]([N:27]([CH3:29])[CH3:28])=[CH:23][CH:22]=2)=[CH:18][CH:17]=1)[CH3:15].COC.CN(C)C(=N)N(C)C>CS(O)(=O)=O.C(O)(=O)C.C1(C)C=CC=CC=1.CCCCCC.O1CCCC1>[CH3:29][N:27]([CH3:28])[C:24]1[CH:23]=[CH:22][C:21]([CH:20]([C:19]2[CH:31]=[CH:32][C:16]([N:14]([CH3:15])[CH3:13])=[CH:17][CH:18]=2)[O:3][CH:2]([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:1]([O:11][CH3:12])=[O:10])=[CH:26][CH:25]=1

参加物

10

反応物 4

HCID 8254Dimethyl EtherHCID 664601,1,3,3-TetramethylguanidineHCID 78066(+-)-Methyl mandelateHCID 927424,4'-Bis(dimethylamino)benzhydrol

生成物 1

HCID 131712797Bis(p-dimethylaminophenyl)methoxyphenyl Acetic Acid, Methyl Ester

試薬・触媒・溶媒 5

HCID 176Acetic Acid触媒HCID 6395Methanesulfonic Acid触媒HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

実験手順

A solution of methyl mandelate (97%, 6.44 g, 0.039 mole), 4,4'-bis(N,N'-dimethylamino)benzhydrol, methyl ether (11.0 g, 0.039 mole), 70 ml of tetrahydrofuran, 240 ml of n-hexane, 3 drops of methanesulfonic acid and 10 drops of acetic acid was refluxed for 6 hours, during which time an additional 200 ml of solvent was added. The volume was reduced to 200 ml, and decolorized with tetramethylguanidine and filtered hot. The filtrate was stripped, leaving a light blue clear oil. The oil was dissolved in toluene and chilled, yielding a white solid (2.8 g, mp 102°-105° C.).

後処理

  1. additionwas added
  2. filtrationfiltered hot
  3. customleaving a light blue clear oil
  4. temperaturechilled

出典と根拠

ORDレコード
ord-84f3807b5fe049629fbe4d6a9f565b56
出典データセット
uspto-grants-1982_08
特許番号
US04343939

関連ノート

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