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

HRID 839157

반응식

HRID 839157 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

[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.

후처리

  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

출처 및 근거

ORD 기록
ord-2891f5efe7234ffea56fbb1638de4f3c
출처 데이터셋
uspto-grants-1978_06
특허 번호
US04093736

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