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3-Chlorocarbonyl-propionic acid 3,7-dimethyl-oct-6-enylester → Succinic acid 3,7-dimethyl-oct-6-enyl ester 3-(3-isopropyl-phenyl)-but-1-enyl ester

HRID 1533698
ノート
印刷プレビュー

反応式

HRID 1533698 の反応式
[CH:1]([C:4]1[CH:5]=[C:6]([CH:10]([CH3:17])[CH:11]=[CH:12][O:13][C:14](=[O:16])[CH3:15])[CH:7]=[CH:8][CH:9]=1)([CH3:3])[CH3:2].CC(C)([O-])C.[K+].[CH3:24][CH:25]([CH2:36][CH2:37][CH:38]=[C:39]([CH3:41])[CH3:40])[CH2:26][CH2:27][O:28][C:29](=[O:35])[CH2:30]CC(Cl)=O>C1COCC1.CCOCC>[CH:1]([C:4]1[CH:5]=[C:6]([CH:10]([CH3:17])[CH:11]=[CH:12][O:13][C:14](=[O:16])[CH2:15][CH2:30][C:29]([O:28][CH2:27][CH2:26][CH:25]([CH3:24])[CH2:36][CH2:37][CH:38]=[C:39]([CH3:41])[CH3:40])=[O:35])[CH:7]=[CH:8][CH:9]=1)([CH3:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 153907233-Chlorocarbonyl-propionic acid 3,7-dimethyl-oct-6-enylesterHCID 23665647Potassium tert-butoxideHCID 54258447Acetic acid 3-(3-isopropyl-phenyl)-but-1-enyl ester

生成物 1

HCID 69826323Succinic acid 3,7-dimethyl-oct-6-enyl ester 3-(3-isopropyl-phenyl)-but-1-enyl ester収率 50.6%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether
溶媒
HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 7.60 g acetic acid 3-(3-isopropyl-phenyl)-but-1-enyl ester in 50 ml of THF was cooled to −70° C. A solution of 5.00 g potassium-tert-butoxide in 50 ml of THF was added at 70° C. and the resulting reaction mixture was stirred for 2 hours at the same temperature. 11.20 g 3-chlorocarbonyl-propionic acid 3,7-dimethyl-oct-6-enyl ester was then dropped in and the reaction mixture was stirred for another 2 hours at −70° C. Then the reaction mixture was diluted with ether, washed with saturated NaHCO3 and brine. The organic phase was dried, filtered and evaporated to dryness. The residue was purified by chromatography to yield 7.10 g of a yellow oil.

後処理

  1. customthe resulting reaction mixture
  2. stirringwas stirred for another 2 hours at −70° C
  3. washwashed with saturated NaHCO3 and brine
  4. customThe organic phase was dried
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customThe residue was purified by chromatography

出典と根拠

ORDレコード
ord-419867b5849e48699a4cc19f51dd823a
出典データセット
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06207857B1

反応ノート

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