Hydrochloric Acid → 1-[(3,4-Dimethoxyphenyl)-2-propyl]amino-3-(1-naphthyloxy)propan-2-ol

HRID 1452059ノート

反応式

HRID 1452059 の反応式
[NH2:1][C@H:2]([CH3:14])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([O:12][CH3:13])[CH:5]=1.C[Si](C)(C)NC(=O)C.[C:23]1([O:33][CH2:34][CH:35]2[O:37][CH2:36]2)[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25][CH:24]=1.Cl.[OH-].[Na+]>CS(C)=O>[CH3:13][O:12][C:6]1[CH:5]=[C:4]([CH2:3][CH:2]([NH:1][CH2:36][CH:35]([OH:37])[CH2:34][O:33][C:23]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH:26]=[CH:25][CH:24]=2)[CH3:14])[CH:9]=[CH:8][C:7]=1[O:10][CH3:11]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 25989Acetamide, N-(trimethylsilyl)-HCID 915212-((1-Naphthalenyloxy)methyl)oxiraneHCID 117694083,4-Dma, (R)-

生成物 1

HCID 545338521-[(3,4-Dimethoxyphenyl)-2-propyl]amino-3-(1-naphthyloxy)propan-2-ol

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

A mixture of 4.20 g of (R)-2-Amino-1-(3,4-dimethoxyphenyl)propane and 3.11 g of N-(trimethylsilyl)acetamide in 20 ml of dimethylsulfoxide is stirred at room temperature for 1 hour. A solution of 4.05 g of (1-naphthyl)glycidyl ether in 3 ml of dimethylsulfoxide is added to the above mixture and the resulting mixture is heated at 65° C. to 70° C. for 20 hours, cooled, poured into a mixture of ice and concentrated hydrochloric acid, stirred, basified with 10N sodium hydroxide and extracted with ethyl acetate. The ethyl acetate extract is washed with brine, dried, filtered and evaporated to yield 1-[(3,4-dimethoxyphenyl)-2-propyl]amino-3-(1-naphthyloxy)propan-2-ol.

後処理

  1. temperaturethe resulting mixture is heated at 65° C. to 70° C. for 20 hours
  2. temperaturecooled
  3. stirringstirred
  4. extractionextracted with ethyl acetate
  5. extractionThe ethyl acetate extract
  6. washis washed with brine
  7. customdried
  8. filtrationfiltered
  9. customevaporated

出典と根拠

ORDレコード
ord-f814b3cc414c486f9de955699212079a
出典データセット
uspto-grants-1997_02
特許番号
US05606069

反応ノート

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