Triethylamine → N-(Acryloyloxyethoxyethyl)hexahydrophthalimide

HRID 259662

反応式

HRID 259662 の反応式
[OH:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][N:7]1[C:11](=[O:12])[CH:10]2[CH2:13][CH2:14][CH2:15][CH2:16][CH:9]2[C:8]1=[O:17].C(N(CC)CC)C.[C:25](Cl)(=[O:28])[CH:26]=[CH2:27]>C1C2NC3C(=CC=CC=3)SC=2C=CC=1.CC(C)=O>[C:25]([O:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][N:7]1[C:11](=[O:12])[CH:10]2[CH2:13][CH2:14][CH2:15][CH2:16][CH:9]2[C:8]1=[O:17])(=[O:28])[CH:26]=[CH2:27]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 55023972N-(2-hydroxyethoxyethyl)hexahydrophthalimide

生成物 1

HCID 67622109N-(Acryloyloxyethoxyethyl)hexahydrophthalimide収率 59.5%

試薬・触媒・溶媒 2

HCID 7108Phenothiazine触媒HCID 180Acetone溶媒

実験手順

A one liter, three necked flask was equipped with overhead stirrer, nitrogen atmosphere and an addition funnel. The flask was charged with 100 g of N-(2-hydroxyethoxyethyl)hexahydrophthalimide (0.41 mol.), 42 g of triethylamine (0.41 mol.), 1 g of phenothiazine and 400 ml of acetone. Next, 38 g of acryloyl chloride (0.41 mol.) was added slowly to the flask via the addition funnel over 45 minutes. The reaction was stirred for an additional 12 hours. The triethylamine hydrochloride salt was removed by filtration and the remaining mother liquor was evaporated with a rotoevaporator. The resulting red-orange liquid was dissolved in chloroform and extracted with HCl(10%), NaCl(aq.), NH4OH(10%), NaCl(aq.) and dried over MgSO4. The chloroform was removed with a rotoevaporator to yield 72 g (59%) of an orange-red liquid. The product was confirmed by IR and 13C NMR.

後処理

  1. customA one liter, three necked flask was equipped with overhead stirrer
  2. customThe triethylamine hydrochloride salt was removed by filtration
  3. customthe remaining mother liquor was evaporated with a rotoevaporator
  4. dissolutionThe resulting red-orange liquid was dissolved in chloroform
  5. extractionextracted with HCl(10%), NaCl(aq.), NH4OH(10%), NaCl(aq.)
  6. dry with materialdried over MgSO4
  7. customThe chloroform was removed with a rotoevaporator

出典と根拠

ORDレコード
ord-e4ba0c99ac55476c974c9b8056f79017
出典データセット
uspto-grants-1996_06
特許番号
US05523152

関連ノート

読み込み中…