Hydrochloric Acid → HCID 69129879、化合物

HRID 264357

反応式

HRID 264357 の反応式
[OH:1][C:2]1[CH:11]=[C:10]([OH:12])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].C(=O)([O-])[O-].[K+].[K+].[CH2:19](Cl)[CH:20]=[C:21]([CH2:23][CH2:24][CH:25]=[C:26]([CH2:28][CH2:29][CH:30]=[C:31]([CH3:33])[CH3:32])[CH3:27])[CH3:22].Cl>C(OCC)(=O)C.CN(C=O)C>[CH3:22]/[C:21](/[CH2:23][CH2:24]/[CH:25]=[C:26](\[CH3:27])/[CH2:28][CH2:29][CH:30]=[C:31]([CH3:33])[CH3:32])=[CH:20]\[CH2:19][O:12][C:10]1[CH:9]=[CH:8][C:3]([C:4]([O:6][CH3:7])=[O:5])=[C:2]([OH:1])[CH:11]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 16523Methyl 2,4-DihydroxybenzoateHCID 40734091-Chloro-3,7,11-trimethyldodeca-2,6,10-triene

生成物 1

HCID 69129879HCID 69129879、化合物収率 71%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

In 10 m of DMF were poured 1.28 g (7.6 mmol) of methyl 2,4-dihydroxybenzoate and 1.05 g (7.6 mmol) of potassium carbonate, and 1.84 g (7.6 mmol) of farnesyl chloride was added thereto dropwise at room temperature. After the addition, the mixture was stirred at 60° C. for 3 hours and then poured into a 12% hydrochloric acid aqueous solution. Ethyl acetate was poured thereinto to conduct extraction. The resulting extract was washed with water and a saturated sodium chloride aqueous solution, dried over sodium sulfate, and concentrated. The resulting crude product was purified by column chromatography on silica gel to obtain 2.0 g (yield: 71%) of methyl 4-{(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienyloxy}-2-hydroxybenzoate represeted by the following structural formula (hereinafter referred to as compound 37) as a colorless, clear and oily substance. The analytical results are shown below. ##STR58##

後処理

  1. additionwas added
  2. customdropwise at room temperature
  3. additionAfter the addition
  4. extractionextraction
  5. extractionThe resulting extract
  6. washwas washed with water
  7. dry with materiala saturated sodium chloride aqueous solution, dried over sodium sulfate
  8. concentrationconcentrated
  9. customThe resulting crude product was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-723c4196c7054f71a9b53fb021786a36
出典データセット
uspto-grants-1997_07
特許番号
US05646184

関連ノート

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