1,1'-Carbonyldiimidazole → 4-Nitro-N-(2-hydroxy-2-methyl-propyl)-3,5-dimethyl-benzamide

HRID 471441노트

반응식

HRID 471441 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([CH3:14])[C:10]=1[N+:11]([O-:13])=[O:12])[C:5]([OH:7])=O.C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:27][CH2:28][C:29]([CH3:32])([OH:31])[CH3:30]>O1CCCC1>[N+:11]([C:10]1[C:9]([CH3:14])=[CH:8][C:4]([C:5]([NH:27][CH2:28][C:29]([OH:31])([CH3:32])[CH3:30])=[O:7])=[CH:3][C:2]=1[CH3:1])([O-:13])=[O:12]

참가 물질

5

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 951022-Propanol, 1-amino-2-methyl-HCID 2494133,5-Dimethyl-4-nitrobenzoic acid

생성물 1

HCID 867038834-Nitro-N-(2-hydroxy-2-methyl-propyl)-3,5-dimethyl-benzamide수율 88%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3,5-Dimethyl-4-nitrobenzoic acid (1 g, 5.12 mmol) is suspended in dry tetrahydrofuran (10 mL) and 1,1′-carbonyldiimidazole (0.91 g, 5.64 mmol) is added. The mixture is stirred for 3 hours then 1-amino-2-methyl-propan-2-ol (patent WO2010/84767, 1 g, 11.22 mmol) is added and the mixture stirred for 30 minutes. The solvent is removed, the residue suspended in EtOAc and washed with 0.2 M aqueous HCl solution, saturated sodium bicarbonate solution and brine, dried and the solvent removed under vacuum to give the title compound (Yield 1.2 g).

후처리

  1. stirringthe mixture stirred for 30 minutes
  2. customThe solvent is removed
  3. washwashed with 0.2 M aqueous HCl solution, saturated sodium bicarbonate solution and brine
  4. customdried
  5. customthe solvent removed under vacuum

출처 및 근거

ORD 기록
ord-b0e1d67c0bf64016b4a95aefbf446517
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633182B2

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