Sulfuric Acid → 2-nitro-6,7-dihydro [5H] benzocycloheptene-7-methanamine

HRID 1764723ノート

反応式

HRID 1764723 の反応式
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]2[CH2:8][CH2:9][CH:10]([CH2:14][NH2:15])[CH2:11][CH:12](O)[C:6]=2[CH:5]=1)([O-:3])=[O:2].S(=O)(=O)(O)O>O1CCOCC1>[N+:1]([C:4]1[CH:17]=[CH:16][C:7]2[CH2:8][CH2:9][CH:10]([CH2:14][NH2:15])[CH:11]=[CH:12][C:6]=2[CH:5]=1)([O-:3])=[O:2]

参加物

4

反応物 2

HCID 1118Sulfuric AcidHCID 543770273-nitro-7-aminomethyl-6,7,8,9-tetrahydro [5H] benzocycloheptene-5-ol

生成物 1

HCID 539809212-nitro-6,7-dihydro [5H] benzocycloheptene-7-methanamine収率 108.3%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A mixture of 10 g of the product of Step D in 100 ml of dioxane under nitrogen was heated to reflux and 20 ml of concentrated sulfuric acid were added thereto dropwise over 3 minutes. The mixture was stirred at reflux for 20 minutes and was then concentrated to 50 ml under reduced pressure. 300 ml of water were added and the neutral fraction was removed with ether. The aqueous phase was made alkaline at 10° C. with sodium hydroxide and was then extracted with methylene chloride. The organic extracts were dried and evaporated to dryness to obtain 10 g of 2-nitro-6,7-dihydro [5H] benzocycloheptene-7-methanamine in the form of a yellow oil.

後処理

  1. temperaturewas heated
  2. temperatureto reflux
  3. temperatureat reflux for 20 minutes
  4. concentrationwas then concentrated to 50 ml under reduced pressure
  5. addition300 ml of water were added
  6. customthe neutral fraction was removed with ether
  7. customat 10° C.
  8. extractionwas then extracted with methylene chloride
  9. customThe organic extracts were dried
  10. customevaporated to dryness

出典と根拠

ORDレコード
ord-aef9f80435ef474b8ba24b0e6ac26690
出典データセット
uspto-grants-1978_09
特許番号
US04117164

反応ノート

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