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Sulfuric Acid → Methyl 2-[(acetyloxy)methyl]-3-phenylprop-2-enoate

HRID 378582
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HRID 378582 반응식
[C:1]([O:4]C(=O)C)(=[O:3])[CH3:2].S(=O)(=O)(O)O.[CH3:13][O:14][C:15](=[O:26])[C:16](=[CH2:25])[CH:17](O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[CH3:13][O:14][C:15](=[O:26])[C:16](=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:25][O:4][C:1](=[O:3])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 9942369Methyl 3-Hydroxy-2-methylene-3-phenylpropionate

생성물 1

HCID 53678280Methyl 2-[(acetyloxy)methyl]-3-phenylprop-2-enoate

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온도
100 °C

실험 절차

The product (108.8 g) in Reference Example 1, namely 3-hydroxy-2-methylene-3-phenylpropionate methyl ester, is dissolved in acetic anhydride (113 ml; 1.20 mol), to which sulfuric acid (0.2 ml) is added, and the resulting mixture is stirred at 100° C. for 4 hours. The reaction solution is concentrated under reduced pressure, to give a crude product of the title compound at a yield of 143.9 g. 1H-NMR analysis reveals that the compound is a mixture of the E form and the Z form at a ratio of 87:13.

후처리

  1. additionis added
  2. concentrationThe reaction solution is concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-ccf9b40b7e1b46aabaf67c0566feaeea
출처 데이터셋
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06031121

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