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

HRID 1917065ノート

反応式

HRID 1917065 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f87f46c5e6a243e0872f8935e4f03aef
出典データセット
uspto-grants-2013_12
特許番号
US08618282B2

反応ノート

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