Hydrochloric Acid → Carbonic acid, 2-methoxy-4-methylphenyl methyl ester

HRID 240238

反応式

HRID 240238 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:4]=1[OH:10].N1C=CC=CC=1.Cl[C:18]([O:20][CH3:21])=[O:19].Cl>ClCCl.CN(C1C=CN=CC=1)C>[C:18](=[O:19])([O:20][CH3:21])[O:10][C:4]1[CH:5]=[CH:6][C:7]([CH3:9])=[CH:8][C:3]=1[O:2][CH3:1]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 6586Methyl chloroformateHCID 71442-Methoxy-4-Methylphenol

生成物 1

HCID 15636422Carbonic acid, 2-methoxy-4-methylphenyl methyl ester収率 74.4%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

2-methoxy-4-methylphenol (250 mmol) was dissolved in dry dichoromethane (500 ml) with pyridine (392 mmol) and DMAP (N,N-dimethyl-4-aminopyridine, 4.26 mmol). Methyl chloroformate (317 mmol) was added slowly to this solution and the reaction was stirred at room temperature for 3 hours. The reaction mixture was then poured onto a 2M HCl solution (120 ml), and the aqueous layer was extracted twice with dichloromethane (50 ml). Then the combined organic layers were washed twice with water (100 ml), dried over MgSO4 and filtered. The solvent was evaporated and the residue distilled under reduced pressure (120-140° C., 0.4 mbar) to give 38 g (186 mmol, 74% yield) of pure 2-methoxy-4-methyl-phenyl methyl carbonate.

後処理

  1. extractionthe aqueous layer was extracted twice with dichloromethane (50 ml)
  2. washThen the combined organic layers were washed twice with water (100 ml)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customThe solvent was evaporated
  6. distillationthe residue distilled under reduced pressure (120-140° C., 0.4 mbar)

出典と根拠

ORDレコード
ord-0f4f5e64b9c84451b283c4560e92bbb4
出典データセット
uspto-grants-2014_02
特許番号
US08648033B2

関連ノート

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