Potassium Carbonate → 4-(2-Nitro-4-phenoxymethyl-phenylsulfanyl)-phenol

HRID 2197984노트

반응식

HRID 2197984 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:4][C:3]=1[N+:16]([O-:18])=[O:17].[SH:19][C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[N+:16]([C:3]1[CH:4]=[C:5]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:7][C:2]=1[S:19][C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1)([O-:18])=[O:17]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 2401474-MercaptophenolHCID 684618561-Bromo-2-nitro-4-phenoxymethyl-benzene

생성물 1

HCID 684589784-(2-Nitro-4-phenoxymethyl-phenylsulfanyl)-phenol수율 84.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The product from Example 221b (0.16 g, 0.52 mmol) was reacted with 90% 4-mercapto-phenol (0.073 g, 0.52 mmol) in DMF at 80° C. under nitrogen in the presence of potassium carbonate (0.126 g, 0.91 mmol). The reaction was quenched after 18 h by pouring into dilute HCl and extraction with ether. The combined extracts were dried over MgSO4, filtered and concentrated under vacuum giving the crude title compound. The crude product was purified by flash chromatography on silica gel eluting with EtOAc-hexanes to give the title compound (0.155 g, 84%).

후처리

  1. customThe reaction was quenched after 18 h
  2. additionby pouring into dilute HCl and extraction with ether
  3. dry with materialThe combined extracts were dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum
  6. customgiving the crude title compound
  7. customThe crude product was purified by flash chromatography on silica gel eluting with EtOAc-hexanes

출처 및 근거

ORD 기록
ord-67855ede8354459096b4a05fca1fe66a
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338605B2

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