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

HRID 916903

반응식

HRID 916903 반응식
[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]

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-b2101e5fc71244a19de0d2ea7b0a6f0d
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07271280B2

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