Sulfuric Acid → HCID 178433434, 화합물

HRID 1926226노트

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HRID 1926226 반응식
S(=O)(=O)(O)O.CO[CH:8](OC)[C:9]([NH:11][CH:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:13])=[O:10]>>[CH3:13][C:12]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:8]=[C:9]([OH:10])[N:11]=1

참가 물질

3

반응물 2

HCID 1118Sulfuric AcidHCID 214193672,2-Dimethoxy-N-(1-phenylethyl)acetamide

생성물 1

HCID 178433434HCID 178433434, 화합물

반응 조건

온도
60 °C

실험 절차

Concentrated sulfuric acid (18 M; 6.0 mL) was added to 2,2-dimethoxy-N-(1-phenylethyl)-acetamide (2.49 g, 11.2 mmol), and the resulting solution was stirred at 60° C. for 105 min. The reaction mixture was added to ≈100 mL of ice, and the yellow precipitate was filtered off. The pH of the filtrate was adjusted to 7-8 with NaHCO3 solution, the initial yellow solid was added, and the yellow precipitate was filtered off, washed with water, and dried in vacuo, giving the title compound as yellow solid. 1H NMR (400 MHz, DMSO-d6): δ=10.68 (brs, 1H), 8.00 (dd, J=1.0, 8.6 Hz, 1H), 7.64 (d, J=8.4 Hz, 1H), 7.53 (dt, J=1.0, 8.0 Hz, 1H), 7.28 (dt, J=0.8, 8.0 Hz, 1H), 6.69 (s, 1H), 2.78 (s, 3H). MS(ES+): m/z=160.10 (100) [MH+]. HPLC: tR=2.13 min (polar—5 min, ZQ3).

후처리

  1. filtrationthe yellow precipitate was filtered off
  2. additionthe initial yellow solid was added
  3. filtrationthe yellow precipitate was filtered off
  4. washwashed with water
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-6ec65041e275411a864579f35a0372ae
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178668B2

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