Methanol → Methyl (2R)-amino(4-hydroxyphenyl)acetate--hydrogen chloride (1/1)

HRID 916903

反応式

HRID 916903 の反応式
[CH:1]1[C:6]([C@@H:7]([NH2:11])[C:8]([OH:10])=[O:9])=[CH:5][CH:4]=[C:3]([OH:12])[CH:2]=1.S(Cl)([Cl:15])=O.[CH3:17]O>>[CH3:17][O:9][C:8]([C@H:7]([NH2:11])[C:6]1[CH:5]=[CH:4][C:3]([OH:12])=[CH:2][CH:1]=1)=[O:10].[ClH:15]

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 89853D-p-hydroxyphenylglycine

生成物 1

HCID 13215089Methyl (2R)-amino(4-hydroxyphenyl)acetate--hydrogen chloride (1/1)収率 95.3%

実験手順

D-4-Hydroxyphenylglycine 11 (10.1 g, 60.4 mmol) was suspended in methanol (100 ml), and thionyl chloride (5.2 ml, 72.5 mmol) was added dropwise thereto at 50° C. over 0.5 hrs. After further keeping at 50° C. for 3 hrs, the solvent was distilled off under reduced pressure, and toluene and ethyl acetate were added to the residue. A resulting solid was collected by filtration and dried in vacuo to give D-4-hydroxyphenylglycine methyl ester hydrochloride 12 (12.5 g, yield 95.3%).

後処理

  1. waitAfter further keeping at 50° C. for 3 hrs
  2. distillationthe solvent was distilled off under reduced pressure, and toluene and ethyl acetate
  3. additionwere added to the residue
  4. filtrationA resulting solid was collected by filtration
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-b2101e5fc71244a19de0d2ea7b0a6f0d
出典データセット
uspto-grants-2007_09
特許番号
US07271280B2

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