Sodium Hydroxide → cis-4-Hydroxy-5-phenyl-2,3,4,5-tetrahydro spiro(benzothiepine-3,1'-cyclohexane)-1,1-dioxide

To a solution of 0.2 g (0.56 mmole) of 59 in 20 ml of CH2Cl2, was added 8 g of 50% NaOH and one drop of Aliquat-336 (methyltricaprylylammonium chloride) phase transfer catalyst. The reaction mixture was stirred for 10 h at room temperature. Twenty g of ice was added to the mixture and the mixture was extracted with CH2Cl2 (3×10 ml) washed with water, brine and dried over MgSO4 and concentrated in vacuo to recover 0.15 g of crude product. This was recrystallized from Hexane/EtOAc to give 125 mg of white crystal, mp 209-210° C. Proton and carbon NMR and mass spectra were consistent with the product.

1. additionTwenty g of ice was added to the mixture
2. extractionthe mixture was extracted with CH2Cl2 (3×10 ml)
3. washwashed with water, brine
4. dry with materialdried over MgSO4
5. concentrationconcentrated in vacuo
6. customto recover 0.15 g of crude product
7. customThis was recrystallized from Hexane/EtOAc

ORDレコード

ord-c8c9dd633000486b9fe5b5b33b31fd5b

出典データセット

uspto-grants-2005_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06943189B2