Phosphoric Acid → 2-Ethyl-6-methoxyaniline

HRID 1955145ノート

反応式

HRID 1955145 の反応式
[N+:1]([C:4]1[C:9]([CH:10](O)[CH3:11])=[CH:8][CH:7]=[CH:6][C:5]=1[O:13][CH3:14])([O-])=O.OP(O)(O)=O>C1COCC1.[Pd]>[CH2:10]([C:9]1[CH:8]=[CH:7][CH:6]=[C:5]([O:13][CH3:14])[C:4]=1[NH2:1])[CH3:11]

参加物

5

反応物 2

HCID 1004Phosphoric AcidHCID 10104161HCID 10104161、化合物

生成物 1

HCID 100805692-Ethyl-6-methoxyaniline収率 43%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

The compound of Example 27B (310 mg) was dissolved in 10 mL of THF; 1.5 mL of H3PO4 was added, followed by 50 mg of 10% palladium-on-charcoal. The resultant mixture was purged with nitrogen, then placed under a balloon of hydrogen, and stirred overnight. Bicarb was added carefully, and the mixture was filtered through a pad of Celite. The filtrate was extracted with EtOAc; the organic extracts were washed with bicarb and brine, and were concentrated in vacuo. The crude product was purified by flash chromatography on silica gel, eluting with 1:1 ether/hexanes, to give 102 mg (43% yield) of the title compound as a colorless oil.

後処理

  1. customThe resultant mixture was purged with nitrogen
  2. additionBicarb was added carefully
  3. filtrationthe mixture was filtered through a pad of Celite
  4. extractionThe filtrate was extracted with EtOAc
  5. washthe organic extracts were washed with bicarb and brine
  6. concentrationwere concentrated in vacuo
  7. customThe crude product was purified by flash chromatography on silica gel
  8. washeluting with 1:1 ether/hexanes

出典と根拠

ORDレコード
ord-4e2b6c1c4eca4b1fa51c900f5c7bcebd
出典データセット
uspto-grants-2000_09
特許番号
US06124341

反応ノート

読み込み中…