2,4-Hexanedione → 3-[3-Ethyl-6-(3,4-methylenedioxyphenyl)-3-hexenyl]-2,4-hexanedione

HRID 839157

反応式

HRID 839157 の反応式
[CH2:1]([C:3](=[CH:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]2[O:16][CH2:17][O:18][C:12]=2[CH:11]=1)[CH2:4][CH2:5]I)[CH3:2].[Li].[CH3:20][C:21](=[O:27])[CH2:22][C:23](=[O:26])[CH2:24][CH3:25]>CN(C)C=O>[CH2:1]([C:3](=[CH:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]2[O:16][CH2:17][O:18][C:12]=2[CH:11]=1)[CH2:4][CH2:5][CH:22]([C:23](=[O:26])[CH2:24][CH3:25])[C:21](=[O:27])[CH3:20])[CH3:2]

参加物

5

反応物 3

HCID 763552,4-HexanedioneHCID 3028194LithiumHCID 543734513-Ethyl-6-(3,4-methylenedioxyphenyl)-3-hexenyl iodide

生成物 1

HCID 5143033-[3-Ethyl-6-(3,4-methylenedioxyphenyl)-3-hexenyl]-2,4-hexanedione

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

[I; Ar is 3,4-methylenedioxyphenyl, R0 is H, R' is CH3CO, R" is CH3CH2CO, Y is C(C2H5)=CHCH2CH2 ] was prepared from 23.2 g. of 3-ethyl-6-(3,4-methylenedioxyphenyl)-3-hexenyl iodide (Preparation D1) and 22.3 g. of the lithium salt of 2,4-hexanedione (prepared by the procedure described in Example 8 below) in 300 ml. of dimethylformamide according to the procedure described above in Example 2. There was thus obtained 21 g. of crude product which was chromatographed on 600 g. of silica gel in pentane solution containing 20% benzene. The column was eluted with the pentane-benzene-ether solvent series. Benzene containing 3% ether brought out the desired product, 14.5 g. of 3-[3-ethyl-6-(3,4-methylenedioxyphenyl)-3-hexenyl]-2,4-hexanedione as a yellow oil.

後処理

  1. customwas prepared from 23.2 g
  2. customof crude product which was chromatographed on 600 g
  3. additionof silica gel in pentane solution containing 20% benzene
  4. washThe column was eluted with the pentane-benzene-ether solvent series

出典と根拠

ORDレコード
ord-2891f5efe7234ffea56fbb1638de4f3c
出典データセット
uspto-grants-1978_06
特許番号
US04093736

関連ノート

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