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

HRID 2421340ノート

反応式

HRID 2421340 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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 elutinig with ethyl acetate in hexane mixtures to give a yellow oil (2.414 g).

後処理

  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 elutinig with ethyl acetate in hexane mixtures

出典と根拠

ORDレコード
ord-91b4b598c0d143028677f86a1adab658
出典データセット
uspto-grants-2011_06
特許番号
US07956084B2

反応ノート

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