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Trimethylsilyldiazomethane → HCID 68862597, 화합물

HRID 1725909
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HRID 1725909 반응식
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[C:12]([OH:14])=[O:13].[CH3:15][Si](C=[N+]=[N-])(C)C>C1C=CC=CC=1.CO>[CH3:15][C:11]1[C:2]([NH2:1])=[C:3]([C:12]([OH:14])=[O:13])[C:4]2[C:9]([CH:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2
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참가 물질

4

반응물 2

HCID 167693TrimethylsilyldiazomethaneHCID 127450062-Aminonaphthalene-1-carboxylic acid

생성물 1

HCID 68862597HCID 68862597, 화합물수율 93.9%

시약·촉매·용매 1

HCID 21927730Benzene methanol용매

실험 절차

2-Amino-1-naphthoic acid (3.21 g, 17.2 mmol) in 4:1 benzene/CH3OH (125 mL) was treated with trimethylsilyldiazomethane (9.0 mL, 18.0 mmol, 2.0M solution in hexanes), stirred for 2.5 hours, quenched with acetic acid (0.5 mL), and concentrated. The concentrate was purified by flash column chromatography (4:1 hexanes/ethyl acetate) to provide the desired compound (3.25 g). MS (ESI(+)) m/e 202 (M+H)+; (ESI(−)) m/e 200 (M−H)−.

후처리

  1. customquenched with acetic acid (0.5 mL)
  2. concentrationconcentrated
  3. customThe concentrate was purified by flash column chromatography (4:1 hexanes/ethyl acetate)

출처 및 근거

ORD 기록
ord-7dc871bed0e2437c8bf18ae7a00d2045
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07491718B2

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