Methylamine → 3-iodo-N-methylbenzamide

HRID 38224

反応式

HRID 38224 の反応式
[I:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](Cl)=[O:6].[CH3:11][NH2:12].C1COCC1>C(Cl)Cl>[I:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH:12][CH3:11])=[O:6]

参加物

5

反応物 3

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 743783-Iodobenzoyl chloride

生成物 1

HCID 33843663-iodo-N-methylbenzamide収率 26%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a cooled (0° C.) solution of 3-iodobenzoyl chloride (2.66 g; 10.0 mmol) in DCM (10 mL) was slowly added a 2 M solution of methylamine in THF (10 mL, 2.0 eq.). Upon completion of the addition, the ice bath was removed and the mixture was stirred overnight. All volatiles were removed in vacuo and the residue was treated with aq. NaHCO3 (25 mL) and subsequently extracted with ethyl acetate (3×15 mL). The combined organic layers were dried over MgSO4 and evaporated. The crude product was purified by column chromatography on silica gel to give the desired 3-iodo-N-methylbenzamide (0.67 g, 26% yield).

後処理

  1. additionUpon completion of the addition
  2. customthe ice bath was removed
  3. customAll volatiles were removed in vacuo
  4. additionthe residue was treated with aq. NaHCO3 (25 mL)
  5. extractionsubsequently extracted with ethyl acetate (3×15 mL)
  6. dry with materialThe combined organic layers were dried over MgSO4
  7. customevaporated
  8. customThe crude product was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-2ccd5342a78a44c68040cb5a8f689b09
出典データセット
uspto-grants-2013_09
特許番号
US08524724B2

関連ノート

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