Water → (+/-)-4-(4-Chlorobenzyl)-2-[(4-chloro-2-methoxyphenoxy)methyl]morpholine oxalic acid salt

HRID 1532993노트

반응식

HRID 1532993 반응식
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][O:10][CH:9]([CH2:13]Cl)[CH2:8]2)=[CH:4][CH:3]=1.[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([O:25][CH3:26])[CH:19]=1.[O-]CC.[K+].C1OCCOCCOCCOCCOCCOC1.[OH2:49]>C1(C)C=CC=CC=1>[C:20]([OH:25])(=[O:10])[C:21]([OH:24])=[O:49].[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][O:10][CH:9]([CH2:13][O:24][C:21]3[CH:22]=[CH:23][C:18]([Cl:17])=[CH:19][C:20]=3[O:25][CH3:26])[CH2:8]2)=[CH:4][CH:3]=1

참가 물질

7

반응물 5

HCID 962WaterHCID 280504-ChloroguaiacolHCID 2855718-Crown-6HCID 11345975Morpholine, 2-(chloromethyl)-4-[(4-chlorophenyl)methyl]-HCID 23670592Potassium ethoxide

생성물 1

HCID 69687298(+/-)-4-(4-Chlorobenzyl)-2-[(4-chloro-2-methoxyphenoxy)methyl]morpholine oxalic acid salt

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of (±)-4-(4-chlorobenzyl)-2-chloromethylmorpholine (10.0 g, 38.5 mmol), 4-chloro-2-methoxyphenol (9.0 g, 58 mmol), potassium ethoxide (6.5 g, 77 mmol), and 18-crown-6 (10.2 g, 38.5) was refluxed in toluene (100 ml) for 34 h. Water (200 ml) was added and the phases were separated. Drying and evaporation of the toluene phase was followed by column chromatography on silica gel with 3% ethanol in dichloromethane as eluent. The free base was dissolved in ether and precipitated with oxalic acid to give the title compound. Yield 10.3 g, 57%, mp 133-139° C.

후처리

  1. customthe phases were separated
  2. customDrying
  3. customevaporation of the toluene phase
  4. dissolutionThe free base was dissolved in ether
  5. customprecipitated with oxalic acid

출처 및 근거

ORD 기록
ord-686e92d75890400784bd55bd75a4f4e5
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06207662B1

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