Formaldehyde → 5-Methyl-4-(dimethylaminomethyl)-2-thiophenemethanol

HRID 867926ノート

反応式

HRID 867926 の反応式
[CH3:1][N:2]([CH3:10])[CH2:3][C:4]1[CH:8]=[CH:7][S:6][C:5]=1[CH3:9].C=O.[C:13](=O)([O-])[O-:14].[Na+].[Na+].[OH-].[Na+]>Cl.C(O)(=O)C>[CH3:9][C:5]1[S:6][C:7]([CH2:13][OH:14])=[CH:8][C:4]=1[CH2:3][N:2]([CH3:10])[CH3:1]

参加物

7

反応物 4

HCID 712FormaldehydeHCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 10374728N,N,2-Trimethyl-3-thiophenemethanamine

生成物 1

HCID 129265265-Methyl-4-(dimethylaminomethyl)-2-thiophenemethanol

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 313Hydrochloric Acid溶媒

実験手順

A mixture of N,N,2-trimethyl-3-thiophenemethanamine (6.1 g), paraformaldehyde (3.0 g) in conc. hydrochloric acid (20 ml) and acetic acid (45 ml) was stirred at 0° to 5° C. for 1 hour, and at 8° for 72 hours. The mixture was added to an ice-cold, saturated solution of sodium carbonate. Aqueous 5M sodium hydroxide was added and the mixture was stirred for 20 hours. The solution was extracted with chloroform and the organic extract was washed with dilute sodium hydroxide and saturated brine, dried and evaporated to leave an oil. This residue was distilled to give the title compound (6 g) as a pale yellow oil b.p. 120°/0.1 mm. The oxalate salt was formed in ethanol and ethyl acetate m.p. 129°-131° C.

後処理

  1. waitat 8° for 72 hours
  2. stirringthe mixture was stirred for 20 hours
  3. extractionThe solution was extracted with chloroform
  4. extractionthe organic extract
  5. washwas washed with dilute sodium hydroxide and saturated brine
  6. customdried
  7. customevaporated
  8. customto leave an oil
  9. distillationThis residue was distilled

出典と根拠

ORDレコード
ord-0a8734c2cff74e8e88755fef2ed11c15
出典データセット
uspto-grants-1988_10
特許番号
US04777179

反応ノート

読み込み中…