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4-Methylmorpholine → Ammonia

HRID 2407669
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HRID 2407669 반응식
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[Cl:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][C:9]=1[OH:17].C[N:19]1CCOCC1.[C:25]1([C:31]2[CH:35]=[C:34]([CH2:36][N:37]3[CH2:42][CH2:41][CH:40]([CH2:43][NH2:44])[CH2:39][CH2:38]3)[O:33][N:32]=2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>ClCCl.C(OCC)(=O)C>[NH3:19].[C:2](=[O:3])([O:4][CH2:5][CH3:6])[O:17][C:9]1[CH:10]=[C:11]([C:12]([NH:44][CH2:43][CH:40]2[CH2:39][CH2:38][N:37]([CH2:36][C:34]3[O:33][N:32]=[C:31]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[CH:35]=3)[CH2:42][CH2:41]2)=[O:14])[CH:15]=[CH:16][C:8]=1[Cl:7]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 79724-MethylmorpholineHCID 10928Ethyl chloroformateHCID 1418724-Chloro-3-hydroxybenzoic acidHCID 58504252HCID 58504252, 화합물

생성물 2

HCID 222AmmoniaHCID 66989169HCID 66989169, 화합물

시약·촉매·용매 2

HCID 6344
Dichloromethane
용매
HCID 8857Ethyl Acetate용매

실험 절차

Ethyl chloroformate (0.029 mL) was added to a 0° C. solution of 4-chloro-3-hydroxybenzoic acid (50 mg) and 4-methylmorpholine (0.092 L) in dichloromethane (2 mL). The reaction was stirred for two hours and then was treated with the compound prepared in Example 9 (79 mg). The reaction was stirred overnight, then diluted with ethyl acetate and washed twice with a saturated aqueous sodium bicarbonate solution. The organic phase was dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:9, then methanol:concentrated aqueous ammonia:ethyl acetate=2:3:95) to obtain the title compound (60 mg) having the following physical data.

후처리

  1. stirringThe reaction was stirred overnight
  2. washwashed twice with a saturated aqueous sodium bicarbonate solution
  3. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography on silica gel (ethyl acetate

출처 및 근거

ORD 기록
ord-ec10f24ceabe4ba59ba19cfc2cc2727c
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08809538B2

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