Hydrochloric Acid → 4-(6-Acryloyloxyhexyloxy)cinnamic acid

HRID 1356929ノート

反応式

HRID 1356929 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:19]=[CH:18][C:12]([CH:13]=[CH:14][C:15]([OH:17])=[O:16])=[CH:11][CH:10]=1.CN(C)C1C=CC=CC=1.[C:29](Cl)(=[O:32])[CH:30]=[CH2:31].Cl>O1CCCC1>[C:29]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([CH:13]=[CH:14][C:15]([OH:17])=[O:16])=[CH:18][CH:19]=1)(=[O:32])[CH:30]=[CH2:31]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 949N,N-DimethylanilineHCID 13140Acryloyl chlorideHCID 673232894-(6-Hydroxyhexyloxy)cinnamic acid

生成物 1

HCID 600674344-(6-Acryloyloxyhexyloxy)cinnamic acid収率 54%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

The resulting 4-(6-hydroxyhexyloxy)cinnamic acid (6 g, 0.023 mole) and N,N-dimethylaniline (6.6 g, 0.054 mole) were dissolved in tetrahydrofuran (50 mL), and to this mixture was further added dropwise a solution prepared by dissolving acryloyl chloride (4.4 g, 0.049 mole) in tetrahydrofuran (20 mL). After this addition, the mixture was stirred for 4 hours. Then, the reaction solution was poured into 10% hydrochloric acid, and deposited crystal was filtrated off. The resulting coarse crystal was dissolved in ethyl acetate (100 mL), and an organic layer was washed with saturated saline solution and dried over magnesium sulfate. The organic solvent was distilled off under reduced pressure, and then the coarse crystal was re-crystallized (n-hexane-ethyl acetate) to obtain 4-(6-acryloyloxyhexyloxy)cinnamic acid (3.9 g, 54%) in the form of a colorless crystalline powder.

後処理

  1. additionto this mixture was further added dropwise a solution
  2. customprepared
  3. additionAfter this addition
  4. filtrationwas filtrated off
  5. dissolutionThe resulting coarse crystal was dissolved in ethyl acetate (100 mL)
  6. washan organic layer was washed with saturated saline solution
  7. dry with materialdried over magnesium sulfate
  8. distillationThe organic solvent was distilled off under reduced pressure
  9. customthe coarse crystal was re-crystallized (n-hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-f03a4c449ee84d38a6772b9474118bbc
出典データセット
uspto-grants-2003_07
特許番号
US06589445B2

反応ノート

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