Potassium Carbonate → HCID 67361716, compound

HRID 473471Notes

Reaction equation

HRID 473471 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[C:10]3[CH:13]=[CH:14][CH:15]=[C:16]([OH:17])[C:9]=3[CH2:8][CH2:7][C:6]=2[CH:18]=1.[CH3:19][C:20]1([CH3:37])[O:24][C@@H:23]([CH2:25]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:22][O:21]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[C:10]3[CH:13]=[CH:14][CH:15]=[C:16]([O:17][CH2:25][C@H:23]4[CH2:22][O:21][C:20]([CH3:37])([CH3:19])[O:24]4)[C:9]=3[CH2:8][CH2:7][C:6]=2[CH:18]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 6993835(R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-ToluenesulfonateHCID 67359866HCID 67359866, compound

Product 1

HCID 67361716HCID 67361716, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

For the preparation of the title compound, 0.50 g (1.9 mmol) of 8-chloro-1-hydroxy-10,11-dihydrodibenzo[a,d]cyclohepten-5-one, 0.75 g (2.6 mmol) of (R)-toluene-4-sulfonic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester and 0.80 g (5.8 mmol) of K2CO3 in 10 ml of dry DMF are reacted by method M. Yield: 53%; C21H21ClO4 (Mr=372.85); GC 22.8 min

Sources & evidence

ORD record
ord-30aa895c62584c889a617f46e43e087d
Source dataset
uspto-grants-2014_01
Patent number
US08633312B2

Reaction notes

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