Water → N-[2-(6-methyl-2-pyridyl)ethyl]phthalimide

HRID 373150

反応式

HRID 373150 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([CH2:8][CH2:9]O)[CH:5]=[CH:4][CH:3]=1.[C:11]1(=[O:21])[NH:15][C:14](=[O:16])[C:13]2=[CH:17][CH:18]=[CH:19][CH:20]=[C:12]12.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>O1CCCC1>[CH3:1][C:2]1[N:7]=[C:6]([CH2:8][CH2:9][N:15]2[C:14](=[O:16])[C:13]3=[CH:17][CH:18]=[CH:19][CH:20]=[C:12]3[C:11]2=[O:21])[CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 6809PhthalimideHCID 11776TriphenylphosphineHCID 702836-Methylpyridine-2-ethanol

生成物 1

HCID 14478208N-[2-(6-methyl-2-pyridyl)ethyl]phthalimide収率 67%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

45.6 g (262 mmol) of diethyl azadicarboxylate (DEAD) was added dropwise to a solution of 30.0 g (219 mmol) of 2-(6-methyl-2-pyridyl)ethanol, 38.6 g (262 mmol) of phthalimide and 68.6 g (262 mmol) of triphenylphosphine in 300 ml of tetrahydrofuran at a temperature of 15° to 25° C. The mixture was stirred overnight. Water was added to the mixture. After extraction with ethyl acetate, the organic layer was washed with water. After extraction with 2N hydrochloric acid, a 3N sodium hydroxide solution was added to the aqueous layer at 0° C. to make it alkaline. White crystals thus formed were collected by filtration to give 39.04 g (yield: 67%) of the intended compound.

後処理

  1. extractionAfter extraction with ethyl acetate
  2. washthe organic layer was washed with water
  3. extractionAfter extraction with 2N hydrochloric acid
  4. additiona 3N sodium hydroxide solution was added to the aqueous layer at 0° C.
  5. customWhite crystals thus formed
  6. filtrationwere collected by filtration

出典と根拠

ORDレコード
ord-b498fbd33c6a4946b1ca2e88ad04be3b
出典データセット
uspto-grants-1992_11
特許番号
US05162347

関連ノート

読み込み中…