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4-Methylmorpholine → Ammonia

HRID 2407669
ノート
印刷プレビュー

反応式

HRID 2407669 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 79724-MethylmorpholineHCID 10928Ethyl chloroformateHCID 1418724-Chloro-3-hydroxybenzoic acidHCID 58504252HCID 58504252、化合物

生成物 2

HCID 222AmmoniaHCID 66989169HCID 66989169、化合物

試薬・触媒・溶媒 2

HCID 6344
Dichloromethane
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ec10f24ceabe4ba59ba19cfc2cc2727c
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08809538B2

反応ノート

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