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Benzyl chloroformate → HCID 22060503, 화합물

HRID 405329
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HRID 405329 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([OH:8])[CH:7]=1.C(=O)([O-])O.[Na+].Cl[C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17]>C1COCC1.O>[OH:9][C:4]1[CH:3]=[C:2]([NH:1][C:16](=[O:17])[O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:7]=[C:6]([OH:8])[CH:5]=1
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참가 물질

5

반응물 3

HCID 10387Benzyl chloroformateHCID 4107515-Aminobenzene-1,3-diolHCID 516892Sodium Bicarbonate

생성물 1

HCID 22060503HCID 22060503, 화합물

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

실험 절차

To a mixture of 5-aminobenzene-1,3-diol (0.60 g, 3.7 mmole) and sodium hydrogencarbonate (1.4 g, 16 mmole) in THF/water (15 mL, 1:1 v/v) was added dropwise benzyl chloroformate 1.6 mL, 11 mmole). After 3 h at rt, THF was removed under vacuum and the remaining aqueous layer was extracted with ethyl acetate. Purification by column chromatography over silica gel provided benzyl N-(3,5-dihydroxyphenyl)carbamate. 1H NMR (CD3OD): δ 7.42-7.25 (m, 5H), 6.46 (d, 2H, J=2.4 Hz), 5.97-5.94 (m, 1H), 5.14 (s, 2H).

후처리

  1. customTHF was removed under vacuum
  2. extractionthe remaining aqueous layer was extracted with ethyl acetate
  3. customPurification by column chromatography over silica gel

출처 및 근거

ORD 기록
ord-b0eb8cbc86f44745a0f74f945112e662
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08748597B2

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