Boron trifluoride etherate → Methyl 7-methoxy-2,3-dihydrobenzo[f][1,4]thiazepine-4(5H)-carboxylate

HRID 1917065노트

반응식

HRID 1917065 반응식
O[CH2:2][N:3]([CH2:8][CH2:9][S:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)[C:4](=[O:7])[O:5][CH3:6].B(F)(F)F.O(CC)CC>C(Cl)Cl>[CH3:18][O:17][C:14]1[CH:13]=[CH:12][C:11]2[S:10][CH2:9][CH2:8][N:3]([C:4]([O:5][CH3:6])=[O:7])[CH2:2][C:16]=2[CH:15]=1

참가 물질

4

반응물 2

HCID 8000Boron trifluoride etherateHCID 57864666Methyl hydroxymethyl(2-(4-methoxyphenylthio)ethyl)carbamate

생성물 1

HCID 57864656Methyl 7-methoxy-2,3-dihydrobenzo[f][1,4]thiazepine-4(5H)-carboxylate수율 85.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of compound 9 (20.0 mg) in 10 mL CH2Cl2 was treated with 1.1 eq. of BF3—OEt2 under Ar. The mixture was stirred overnight and washed with 1N HCl and sat. NaHCO3 Removal of the solvent gave the crude product and TLC analysis showed one major spot. The crude product was further purified on SiO2 column to provide the title compound (16 mg). The structure was confirmed by NMR and TLC comparison with authentic sample prepared by the reaction of 7-MeO-2,3,4,5-tetrahydro-1,4-benzothiazepine with methyl chloroformate.

후처리

  1. washwashed with 1N HCl and sat. NaHCO3 Removal of the solvent
  2. customgave the crude product and TLC analysis
  3. customThe crude product was further purified on SiO2 column

출처 및 근거

ORD 기록
ord-f87f46c5e6a243e0872f8935e4f03aef
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618282B2

반응 노트

불러오는 중…