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

HRID 398820노트

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HRID 398820 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7f501b749b3c490a8ee92a59f799ef8f
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05817652

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