Hydrochloric Acid → (+/-)-3-Butyl-3-ethyl-2,3,4,5-tetrahydro-1,4-benzothiazepine

HRID 398820ノート

反応式

HRID 398820 の反応式
[CH2:1]([C:5]1([CH2:17][CH3:18])[NH:11][C:10](=O)[C:9]2[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=2[S:7][CH2:6]1)[CH2:2][CH2:3][CH3:4].B#B.Cl>O1CCCC1>[CH2:1]([C:5]1([CH2:17][CH3:18])[NH:11][CH2:10][C:9]2[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=2[S:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 6328200DiboronHCID 18968861(+/-)-3-Butyl-3-ethyl-2,3-dihydro-1,4-benzothiazepin-5(4H)-one

生成物 1

HCID 18968854(+/-)-3-Butyl-3-ethyl-2,3,4,5-tetrahydro-1,4-benzothiazepine収率 99.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of the product from step (a) (46.5 g,) in tetrahydrofuran (260 ml) was cooled to 0° C., and 1M diborane (450 ml, Aldrich) in THF was slowly added. The resulting mixture was heated to reflux for 48 hours, cooled to 0° C., and treated carefully with 6M aqueous HCl. The mixture was heated to reflux for 1.5 hours, concentrated to 400 ml and extracted twice with diethyl ether. The organic layers were dried and concentrated to afford the title product (44.0 g) as a colorless oil. 1H NMR consistent with the proposed structure.

後処理

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux for 48 hours
  3. temperatureThe mixture was heated
  4. temperatureto reflux for 1.5 hours
  5. concentrationconcentrated to 400 ml
  6. extractionextracted twice with diethyl ether
  7. customThe organic layers were dried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-7f501b749b3c490a8ee92a59f799ef8f
出典データセット
uspto-grants-1998_10
特許番号
US05817652

反応ノート

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