Phosphorus oxide (P4O10) → 1-ethyl-3,4-dihydroisoquinoline

HRID 583294ノート

反応式

HRID 583294 の反応式
[C:1]1([CH2:7][CH2:8][NH:9][C:10](=O)[CH2:11][CH3:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>C1C2C(=CC=CC=2)CCC1>[CH2:11]([C:10]1[C:6]2[C:1](=[CH:2][CH:3]=[CH:4][CH:5]=2)[CH2:7][CH2:8][N:9]=1)[CH3:12]

参加物

4

反応物 2

HCID 14812Phosphorus oxide (P4O10)2 回HCID 94894N-(2-Phenylethyl)propanamide

生成物 1

HCID 109098511-ethyl-3,4-dihydroisoquinoline収率 55.7%

試薬・触媒・溶媒 1

HCID 8404Tetralin溶媒

実験手順

A mixture of N-(2-phenylethyl)-propionamide (10 g, 56.4 mmol) and phosphorus pentoxide (80 g, 563 mmol) in tetralin (500 ml) was heated at reflux for 15 min, cooled, further phosphorus pentoxide (80 g) was added and reflux was resumed for 15 min. After standing overnight the tetralin was decanted, the residue was decomposed with ice-water, the suspension was filtered through celite and washed with two portions of ether. The aqueous solution was basified with concentrated ammonium hydroxide, extracted with three portions of ether, the extracts were dried (MgSO4) and the solvent was evaporated giving a red solid (5.0 g, 55.7%); MS [M+H]+ 160.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 15 min
  3. temperaturecooled
  4. temperaturereflux
  5. waitAfter standing overnight
  6. customthe tetralin was decanted
  7. filtrationthe suspension was filtered through celite
  8. washwashed with two portions of ether
  9. extractionextracted with three portions of ether
  10. dry with materialthe extracts were dried (MgSO4)
  11. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-9f7ffcfa53664b0091d3fbcfa27f2d2e
出典データセット
uspto-grants-1999_07
特許番号
US05929085

反応ノート

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