Hydrochloric Acid → HCID 59726101, 화합물

HRID 336428노트

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HRID 336428 반응식
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:5]([C:6]([OH:8])=[O:7])=[C:4]([N+:12]([O-:14])=[O:13])[C:3]=1[OH:15].[C:16]([O-])([O-])=O.[K+].[K+].IC.Cl>CN(C=O)C.O>[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:5]([C:6]([OH:8])=[O:7])=[C:4]([N+:12]([O-:14])=[O:13])[C:3]=1[O:15][CH3:16]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 106584324,6-Dichloro-3-hydroxy-2-nitrobenzoic acid

생성물 1

HCID 59726101HCID 59726101, 화합물수율 88.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

To a solution of acid 1-6 (0.88 g, 3.5 mmol) in DMF (8 mL) was added K2CO3 (1.44 g, 10 mmol) followed by iodomethane (0.43 mL, 6.95 mmol). The reaction was heated to 60° C. for 17 h then DMF was removed under reduced pressure to give an orange gum. H2O (20 mL) was added and the solution was acidified to pH 1 with a 10% HCl solution. The aqueous solution was then extracted with EtOAc (30 mL) and washed with H2O and brine. After drying over Na2SO4 the reaction was filtered and concentrated to afford 1-7 as an orange gum (0.82 g, 88% yield). 1H NMR (400 MHz, CDCl3) δ 3.94 (s, 3H), 7.69 (s, 1H), 10.85 (br s, 1H).

후처리

  1. customDMF was removed under reduced pressure
  2. customto give an orange gum
  3. extractionThe aqueous solution was then extracted with EtOAc (30 mL)
  4. washwashed with H2O and brine
  5. dry with materialAfter drying over Na2SO4 the reaction
  6. filtrationwas filtered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6cbfdab896644684a77bab73235d9c01
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889695B2

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