Calcium Carbonate → N-trifluoroacetyl-1-(2-iodo-5-methoxyphenyl)-2-propylamine

HRID 967272ノート

反応式

HRID 967272 の反応式
[F:1][C:2]([F:18])([F:17])[C:3]([NH:5][CH:6]([CH3:16])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=1)=[O:4].C([O-])([O-])=O.[Ca+2].[I:24]Cl>CO>[F:1][C:2]([F:17])([F:18])[C:3]([NH:5][CH:6]([CH3:16])[CH2:7][C:8]1[CH:9]=[C:10]([O:14][CH3:15])[CH:11]=[CH:12][C:13]=1[I:24])=[O:4]

参加物

5

反応物 3

HCID 10112Calcium CarbonateHCID 24640Iodine chlorideHCID 14964390N-(Trifluoroacetyl)-1-(3-methyloxyphenyl)propan-2-ylamine

生成物 1

HCID 86590367N-trifluoroacetyl-1-(2-iodo-5-methoxyphenyl)-2-propylamine収率 110.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

A solution of N-trifluoroacetyl-1-(3-methoxyphenyl)-2-propylamine (4.29 g, 15.7 mmol) in methanol (100 mL) was cooled to −78 C. and treated with CaCO3 (3.17 g, 31.4 mmol), followed by a solution of ICl (6.37 g, 39.3 mmol) in methanol (50 mL). The reaction was allowed to warm to 20 C. while stirring overnight. The product mixture was filtered, concentrated, dissolved in EtOAc (200 mL), washed twice with 5% aqueous sodium bisulfite (100 mL), once with brine (100 mL), dried with Na2SO4 and concentrated to give 6.72 g of a white solid powder. MS calculated for C12H13F3INO2+H: 388, observed: 388.

後処理

  1. temperatureto warm to 20 C
  2. filtrationThe product mixture was filtered
  3. concentrationconcentrated
  4. dissolutiondissolved in EtOAc (200 mL)
  5. washwashed twice with 5% aqueous sodium bisulfite (100 mL), once with brine (100 mL)
  6. dry with materialdried with Na2SO4
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-069befe6287040589f6dba7092aefc9b
出典データセット
uspto-grants-2005_10
特許番号
US06953787B2

反応ノート

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