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

HRID 373150

반응식

HRID 373150 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b498fbd33c6a4946b1ca2e88ad04be3b
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05162347

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