Acetic Anhydride → 3-Dimethylaminopropyl 4-[3-(3-acetoxy-4-acetyl-2-propylphenoxy)propoxy]-3-bromobenzoate

HRID 986698ノート

反応式

HRID 986698 の反応式
[C:1]([C:4]1[CH:30]=[CH:29][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:27]=[CH:26][C:16]([C:17]([O:19][CH2:20][CH2:21][CH2:22][N:23]([CH3:25])[CH3:24])=[O:18])=[CH:15][C:14]=2[Br:28])=[C:6]([CH2:31][CH2:32][CH3:33])[C:5]=1[OH:34])(=[O:3])[CH3:2].[C:35](OC(=O)C)(=[O:37])[CH3:36]>N1C=CC=CC=1>[C:1]([C:4]1[CH:30]=[CH:29][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:27]=[CH:26][C:16]([C:17]([O:19][CH2:20][CH2:21][CH2:22][N:23]([CH3:24])[CH3:25])=[O:18])=[CH:15][C:14]=2[Br:28])=[C:6]([CH2:31][CH2:32][CH3:33])[C:5]=1[O:34][C:35](=[O:37])[CH3:36])(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 137681403-(N,N-dimethylamino)propyl 4-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-3-bromobenzoate

生成物 1

HCID 137456293-Dimethylaminopropyl 4-[3-(3-acetoxy-4-acetyl-2-propylphenoxy)propoxy]-3-bromobenzoate

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

In a mixture of pyridine (5 ml) and acetic anhydride (5 ml) was dissolved 3-(N,N-dimethylamino)propyl 4-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-3-bromobenzoate (1 g). The solution was stirred at 110° to 120° C. for about 18 hours, followed by concentration. The residue was chromatographed on a column of silica gel. The elution was conducted with ethyl acetate, and the eluate was evaporated. The resulting oily substance was dissolved in ether, to which was added an ether solution of anhydrous oxalic acid. The resultant crystals were collected by filtration, which were washed with ethanol and then with isopropyl ether, followed by drying to give 866 mg of 3-(N,N-dimethyl-amino)propyl 4-[3-(4-acetyl-3-acetoxy-2-propylphenoxy)propoxy]-3-bromobenzoate.mono-oxalate, m.p. 141°-142° C.

後処理

  1. concentrationfollowed by concentration
  2. customThe residue was chromatographed on a column of silica gel
  3. washThe elution
  4. customthe eluate was evaporated
  5. dissolutionThe resulting oily substance was dissolved in ether, to which
  6. additionwas added an ether solution of anhydrous oxalic acid
  7. filtrationThe resultant crystals were collected by filtration, which
  8. washwere washed with ethanol
  9. customby drying

出典と根拠

ORDレコード
ord-0326efcbcf7d4fffb6e9e75556b33592
出典データセット
uspto-grants-1987_12
特許番号
US04714774

反応ノート

読み込み中…