Hydroquinone → 2-Propenoic acid, (9Z)-9-octadecen-1-yl ester

HRID 2165807ノート

反応式

HRID 2165807 の反応式
[CH2:1]([OH:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:20](O)(=[O:23])[CH:21]=[CH2:22].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C=CC(O)=CC=1)O>O.C1(C)C(C)=CC=CC=1>[C:20]([O:19][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])(=[O:23])[CH:21]=[CH2:22]

参加物

7

反応物 4

HCID 785HydroquinoneHCID 6581Acrylic AcidHCID 521998p-Toluenesulfonic acid monohydrateHCID 5284499Oleyl Alcohol

生成物 1

HCID 64363912-Propenoic acid, (9Z)-9-octadecen-1-yl ester収率 80%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 7237O-Xylene溶媒

実験手順

To a 500 ml round bottom flask equipped with a stirrer, condenser, water trap and thermometer, was added oleyl alcohol (100 g, 0.373 moles), acrylic acid (27 g, 0.373) moles), p-toluenesulfonic acid monohydrate (1g, 1 wt%, hydroquinone (0.2 g, 0.2 wt%) and xylene (I00 ml). The reaction mixture was heated to reflux and maintained until no more water was collected (~4 hrs). The xylene solution was then concentrated to about half of its original volume. The crude product was then washed successively with water, saturated sodium bicarbonate solution, and then again with water. The organic solution was dried over sodium sulfate, filtered and the solvent evaporated under reduced pressure. The product was stabilized by 0.01 wt% of MEHQ. The yield was 80%.

後処理

  1. customTo a 500 ml round bottom flask equipped with a stirrer, condenser, water trap
  2. temperatureThe reaction mixture was heated
  3. temperatureto reflux
  4. customwas collected (~4 hrs)
  5. concentrationThe xylene solution was then concentrated to about half of its original volume
  6. washThe crude product was then washed successively with water, saturated sodium bicarbonate solution
  7. dry with materialThe organic solution was dried over sodium sulfate
  8. filtrationfiltered
  9. customthe solvent evaporated under reduced pressure

出典と根拠

ORDレコード
ord-a744377fa36c4d2cbefc2a4e52b7981f
出典データセット
uspto-grants-1990_07
特許番号
US04941985

反応ノート

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