Morpholine → 4-[(5-Bromothiophen-2-yl)methyl]morpholine

HRID 1245820노트

반응식

HRID 1245820 반응식
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Br:7][C:8]1(C=O)[CH2:12][CH:11]=C[S:9]1.C(O[BH-](O[C:25](=O)[CH3:26])OC(=O)C)(=O)C.[Na+].C(=O)(O)[O-].[Na+]>O1CCCC1>[Br:7][C:8]1[S:9][C:25]([CH2:26][N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[CH:11][CH:12]=1

참가 물질

6

반응물 4

HCID 8083MorpholineHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 866100842-Bromothiophene carboxaldehyde

생성물 1

HCID 219142724-[(5-Bromothiophen-2-yl)methyl]morpholine수율 148.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Morpholine (0.96 g) was added portionwise to a solution of 2-bromothiophene carboxaldehyde (1.195 g) in tetrahydrofuran (50 ml). After stirring at room temperature for 5 minutes, sodium triacetoxyborohydride (3.18 g) was added and the mixture stirred at room temperature for a further 3 h. The mixture was added to saturated aqueous sodium bicarbonate (100 ml) and extracted twice with ethyl acetate. The combined extracts were evapourated to dryness. The product was purified by column chromatography eluting with ethyl acetate in hexane mixtures to give a yellow oil (2.414 g).

후처리

  1. stirringthe mixture stirred at room temperature for a further 3 h
  2. extractionextracted twice with ethyl acetate
  3. customThe product was purified by column chromatography
  4. washeluting with ethyl acetate in hexane mixtures

출처 및 근거

ORD 기록
ord-3c87698d76f94cc886609811668e8d42
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07125896B2

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