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

HRID 1028944

반응식

HRID 1028944 반응식
[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]

참가 물질

4

반응물 2

HCID 8083MorpholineHCID 27355882-Bromo-3-methylbenzoic acid

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c902d1751206421ea8ee7456a09c5f15
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735384B2

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