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

HRID 2358819ノート

反応式

HRID 2358819 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-7e29494355fb46e0a4816c62827f062d
出典データセット
uspto-grants-2010_07
特許番号
US07763731B2

反応ノート

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