Ethyl Acetate → 5-(9-Methoxycarbonyl-nonyloxy)-isophthalic Acid Di-tert-butyl Ester

HRID 1022416ノート

反応式

HRID 1022416 の反応式
[C:1]([O:5][C:6](=[O:21])[C:7]1[CH2:8][C:9](O)([CH:17]=[CH:18][CH:19]=1)[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])([CH3:4])([CH3:3])[CH3:2].C([O-])([O-])=[O:23].[K+].[K+].Br[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][C:38]([O:40][CH3:41])=[O:39].CCOC(C)=O>CC(C)=O.O>[C:1]([O:5][C:6](=[O:21])[C:7]1[CH:19]=[C:18]([O:23][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][C:38]([O:40][CH3:41])=[O:39])[CH:17]=[C:9]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH:8]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 11430Potassium Carbonate3 回HCID 554079Methyl 10-bromodecanoate2 回HCID 684422113-Hydroxy-isophthalic Acid Di-tert-butyl Ester

生成物 1

HCID 684414955-(9-Methoxycarbonyl-nonyloxy)-isophthalic Acid Di-tert-butyl Ester

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

3-Hydroxy-isophthalic acid di-tert-butyl ester (90 mg, 0.3 mmol) was dissolved in dry acetone (5 ml), K2CO3 (90 mg, 0.65 mmol) and methyl 10-bromodecanoate (0.075 ml, 0.3 mmol) was added. The mixture was heated to reflux. The heating caused dissolution of the K2CO3. After a while, a precipitate was formed. Reflux (50° C.) was continued over night. More K2CO3 (30 mg, 0.2 mmol) and methyl 10-bromodecanoate (0.025 ml, 0.1 mmol) was added. The mixture was refluxed at 50° C. over night. To the dry reaction mixture EtOAc and water was added. After extraction, the organic layer was washed with water and brine, dried (Na2SO4) and concentrated to give the crude title compound as a clear oil.

後処理

  1. temperatureThe mixture was heated to reflux
  2. customAfter a while, a precipitate was formed
  3. waitwas continued over night
  4. temperatureThe mixture was refluxed at 50° C. over night
  5. additionwas added
  6. extractionAfter extraction
  7. washthe organic layer was washed with water and brine
  8. dry with materialdried (Na2SO4)
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-8fa3a90c8c5245e097778c80c620e377
出典データセット
uspto-grants-2014_05
特許番号
US08722620B2

反応ノート

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