Morpholine → 4-(2-Bromo-3-methylbenzoyl)morpholine

HRID 1028944

反応式

HRID 1028944 の反応式
[Br:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>C1COCC1>[Br:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)=[O:6]

参加物

4

反応物 2

HCID 8083MorpholineHCID 27355882-Bromo-3-methylbenzoic acid

生成物 1

HCID 712534814-(2-Bromo-3-methylbenzoyl)morpholine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2-bromo-3-methylbenzoic acid (2.19 g, 10.18 mmol) in THF (20.37 mL) was treated with N,N′-carbonyldiimidazole (1.98 g, 12.2 mmol). The reaction mixture was stirred at ambient temperature overnight (14 h). Morpholine (3.11 mL, 35.6 mmol) was added in one portion. The resulting solution was stirred for 8 h and then partitioned between EtOAc and water. Organic layer washed with water, dilute HCl, saturated aqueous Na2CO3, water and brine. The solution was then concentrated in vacuo to afford (2-bromo-3-methylphenyl)(morpholino)methanone as a white crystalline solid.

後処理

  1. stirringThe resulting solution was stirred for 8 h
  2. custompartitioned between EtOAc and water
  3. washOrganic layer washed with water, dilute HCl, saturated aqueous Na2CO3, water and brine
  4. concentrationThe solution was then concentrated in vacuo

出典と根拠

ORDレコード
ord-c902d1751206421ea8ee7456a09c5f15
出典データセット
uspto-grants-2014_05
特許番号
US08735384B2

関連ノート

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