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

HRID 583294노트

반응식

HRID 583294 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 109098511-ethyl-3,4-dihydroisoquinoline수율 55.7%

시약·촉매·용매 1

HCID 8404Tetralin용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9f7ffcfa53664b0091d3fbcfa27f2d2e
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05929085

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