1,2-Epoxybutane → 3,7-Dimethyl-nona-2,4,6,8-tetraen-1-oic acid butyl ester

HRID 27849

反応式

HRID 27849 の反応式
[Cl-].Cl[C:3]1C(C)=C(C(C)=CC=1C)C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[CH2:32]([O:36][C:37](=[O:48])[CH:38]=[C:39]([CH3:47])[CH:40]=[CH:41][CH:42]=[C:43]([CH:45]=O)[CH3:44])[CH2:33][CH2:34][CH3:35].C1OC1CC>>[CH2:32]([O:36][C:37](=[O:48])[CH:38]=[C:39]([CH3:47])[CH:40]=[CH:41][CH:42]=[C:43]([CH3:44])[CH:45]=[CH2:3])[CH2:33][CH2:34][CH3:35]

参加物

4

反応物 3

HCID 78341,2-EpoxybutaneHCID 53845956Butyl 3,7-dimethyl-8-oxoocta-2,4,6-trienoateHCID 867358973-Chloro-2,4,6-trimethyl-benzyl-triphenylphosphonium chloride

生成物 1

HCID 542920543,7-Dimethyl-nona-2,4,6,8-tetraen-1-oic acid butyl ester

実験手順

16 g of 3-chloro-2,4,6-trimethyl-benzyl-triphenylphosphonium chloride and 10 g of 7-formyl-3-methyl-octa-2,4,6-trien-1-oic acid butyl ester are heated to boiling with stirring after the addition of 40 g of 1,2-butylene oxide. The 1,2-butylene oxide is slowly distilled off. The reaction mixture is stirred for 30 minutes at 80°-82° C., then cooled and thoroughly extracted with hexane. The hexane extract is shaken out 5 times with 50 ml of methanol/water 70:30 parts by volume each time, then dried over sodium sulphate and evaporated under reduced pressure to produce 9-(3-chloro-2,4,6-trimethyl-phenyl), 3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid butyl ester as a residue.

後処理

  1. distillationThe 1,2-butylene oxide is slowly distilled off
  2. stirringThe reaction mixture is stirred for 30 minutes at 80°-82° C.
  3. temperaturecooled
  4. extractionthoroughly extracted with hexane
  5. extractionThe hexane extract
  6. stirringis shaken out 5 times with 50 ml of methanol/water 70:30 parts by volume each time
  7. dry with materialdried over sodium sulphate
  8. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-5a0510b3ae024dbeafefae45eb02d3e0
出典データセット
uspto-grants-1980_09
特許番号
US04224244

関連ノート

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