Dimethyl Sulfoxide → HCID 85787323、化合物

HRID 643219

反応式

HRID 643219 の反応式
[C:1](I)([C:4]([C:7]([C:10]([C:13]([C:16]([C:19]([C:22]([F:25])([F:24])[F:23])([F:21])[F:20])([F:18])[F:17])([F:15])[F:14])([F:12])[F:11])([F:9])[F:8])([F:6])[F:5])([F:3])[F:2].I[C:28]1[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:30][CH:29]=1.CS(C)=O.CCOCC>[Cu].N1C=CC=CC=1C1C=CC=CN=1.O>[F:2][C:1]([F:3])([C:28]1[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:30][CH:29]=1)[C:4]([F:6])([F:5])[C:7]([F:9])([F:8])[C:10]([F:12])([F:11])[C:13]([F:15])([F:14])[C:16]([F:18])([F:17])[C:19]([F:21])([F:20])[C:22]([F:25])([F:24])[F:23]

参加物

8

反応物 4

HCID 679Dimethyl SulfoxideHCID 3283Diethyl EtherHCID 10491Perfluorooctyl iodideHCID 67993Benzene, 1-iodo-4-(trifluoromethyl)-

生成物 1

HCID 85787323HCID 85787323、化合物収率 90.2%

試薬・触媒・溶媒 3

HCID 14742,2'-Bipyridine触媒HCID 23978Copper触媒HCID 962Water溶媒

実験手順

A solution of C8F17I (12 g, 22 mmol) was added dropwise over 10 min to a stirred mixture of 4-iodobenzotrifluoride (3 g, 11 mmol), copper powder (5.6 g, 0.088 mmol), 2,2′-bipyridine (120 mg, 0.8 mmol), DMSO (30 mL) at 70° C. The reaction mixture was subsequently stirred for a further 72 h at this temperature. After cooling to room temperature, it was poured into a beaker containing ether (100 mL) and water (100 mL). After filtering, the organic layer was separated, washed with water (3×50 mL) and dried over MgSO4. Sublimation gave the product 10 as a white solid (5.6 g, 90%): 1H NMR (300 MHz, CDCl3): 7.77 (4H, dd, J=8.1 and 8.4 Hz); 19F NMR (282 MHz, CDCl3): −64.0, −81.4, −111.6, −121.4, −122.0, −122.1, −122, 9, −126, 3.

後処理

  1. additionit was poured into a beaker
  2. filtrationAfter filtering
  3. customthe organic layer was separated
  4. washwashed with water (3×50 mL)
  5. dry with materialdried over MgSO4

出典と根拠

ORDレコード
ord-35dd165bd3564dea86d6ecab631844d9
出典データセット
uspto-grants-2010_04
特許番号
US07700366B2

関連ノート

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