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Benzaldehyde → Ethyl phenylglycinate, D-

HRID 1283880
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HRID 1283880 반응식
[CH3:1][CH2:2][O:3][C:4]([CH:6]([NH2:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:5].C(O)(=O)C(C(C(O)=O)O)O.C(=O)C1C=CC=CC=1>C(O)C>[CH3:1][CH2:2][O:3][C:4]([C@H:6]([NH2:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 240BenzaldehydeHCID 8752,3-Dihydroxybutanedioic AcidHCID 409886Ethyl phenylglycinate, DL-

생성물 1

HCID 6922658Ethyl phenylglycinate, D-

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Solutions of ethyl DL-phenylglycinate (5.0 g., 27.95 mmole), (+)-tartaric acid (4.417 g., 29.45 mmole, 1.05 equiv.), and benzaldehyde (2.85 ml., 27.95 mmole, 1.0 equiv.) in ethanol (total volume 47 ml.) were mixed at 58°. The solution was cooled to 20° to 26° and stirred for 24 hours to give a white solid which was washed with ethanol (2 × 10 ml.), and dried at 29°/2 mm. for 6 hours to give ethyl D-phenylglycinate (+)-hemitartrate as a mono-ethanol solvate (7.95 g., 76%), [α]D20 -47° (c 2.5, H2O).

후처리

  1. temperatureThe solution was cooled to 20° to 26°
  2. customto give a white solid which
  3. washwas washed with ethanol (2 × 10 ml.)
  4. customdried at 29°/2 mm

출처 및 근거

ORD 기록
ord-1816b2b9c9ff4b33a1f1d1418de06ab9
출처 데이터셋
uspto-grants-1976_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03976680

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