Methanol → (R)-Methyl 2-amino-3-(naphthalen-2-yl)propanoate

HRID 1701024노트

반응식

HRID 1701024 반응식
S(Cl)(Cl)=O.[CH:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1[CH2:15][C@H:16]([C:18]([OH:20])=[O:19])[NH2:17].[CH3:21]O>>[CH3:21][O:19][C:18](=[O:20])[C@@H:16]([CH2:15][C:6]1[CH:7]=[CH:8][C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:5]=1)[NH2:17]

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 2733661D-3-(2-Naphthyl)alanine

생성물 1

HCID 7016520(R)-Methyl 2-amino-3-(naphthalen-2-yl)propanoate

반응 조건

온도
60 °C

실험 절차

Thionyl chloride (5 ml) was added dropwise over 15 min. to a suspension of (R)-3-(2-naphthyl)alanine (5.0 g) in methanol (50 ml) at 35° C. After addition the mixture was heated at 60° C. for 1 h, cooled and the solvent removed in vacuo. Water (75 ml) and ethyl acetate (125 ml) were added and pH was adjusted to 8.5 with sodium carbonate. The organic phase was separated and dried (magnesium sulfate) to afford 4.86 g of (R)-3-(2-naphthyl)alanine methyl ester.

후처리

  1. additionAfter addition the mixture
  2. temperaturecooled
  3. customthe solvent removed in vacuo
  4. additionWater (75 ml) and ethyl acetate (125 ml) were added
  5. customThe organic phase was separated
  6. dry with materialdried (magnesium sulfate)

출처 및 근거

ORD 기록
ord-84eb9e3bf8a5469d9bd6840d98f1248b
출처 데이터셋
uspto-grants-2002_02
특허 번호
US06350767B1

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