Tetrahydrofuran → HCID 67183312, compound
Reaction equation
Cl(O)(=O)(=O)=O.CC1(C)[O:11][C@@H:10]2[O:12][C@H:13]([CH2:28][CH2:29][C:30]3[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][CH:31]=3)[C@H:14]([CH2:15][CH2:16][N:17]3[C:25](=[O:26])[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[C:18]3=[O:27])[C@@H:9]2[O:8]1.O1CCCC1>C(#N)C.C(OCC)(=O)C.O>[OH:8][C@@H:9]1[C@H:10]([OH:11])[O:12][C@H:13]([CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]([F:38])([F:37])[F:39])=[CH:32][CH:31]=2)[C@@H:14]1[CH2:15][CH2:16][N:17]1[C:18](=[O:27])[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:25]1=[O:26]Participants
7
Reactant 3
Product 1
Reagents, catalysts & solvents 3
Conditions
- Temperature
- 55 °C
Procedure
Perchloric acid (0.2 mL) was added to a solution of the compound obtained from step e above (0.225 g) in acetonitrile (4 mL), water (1 mL), and tetrahydrofuran (0.5 mL) at room temperature. The reaction mixture was heated to 55° C. for 30 minutes. The reaction mixture was then quenched using a sodium bicarbonate solution. The solvents were evaporated at reduced pressure. The residue thus obtained was taken in ethyl acetate and water. The organic layer was separated, washed with water and brine solution, and dried over anhydrous sodium sulphate. The solvent was concentrated under reduced pressure to yield the title compound (0.22 g).
Workup
- customat room temperature
- customThe reaction mixture was then quenched
- customThe solvents were evaporated at reduced pressure
- customThe residue thus obtained
- customThe organic layer was separated
- washwashed with water and brine solution
- dry with materialdried over anhydrous sodium sulphate
- concentrationThe solvent was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-497c1e96111d4509bd35883b95834fb1
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08846910B2
Reaction notes
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