Cesium carbonate → Methyl-6-[(6-methoxy-6-oxohexyl)thio]-7-eicosynoate

HRID 845555Notes

Reaction equation

HRID 845555 reaction equation
Br[CH:2]([C:11]#[C:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8].[SH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([O:33][CH3:34])=[O:32].C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[CH3:10][O:9][C:7](=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]([S:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([O:33][CH3:34])=[O:32])[C:11]#[C:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 11788469Hexanoic acid, 6-mercapto-, methyl esterHCID 15003192Methyl 6-bromo-7-eicosynoate

Product 1

HCID 15003194Methyl-6-[(6-methoxy-6-oxohexyl)thio]-7-eicosynoate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of methyl 6-bromo-7-eicosynoate, methyl 6-mercaptohexanoate (1.21 g) in 70 ml DMF was treated with Cs2CO3 (2.44 g) as in Example 45 to give 1.02 g of methyl-6-[(6-methoxy-6-oxohexyl)thio]-7-eicosynoate.

Sources & evidence

ORD record
ord-0a27e20308bd4d75ae3e937848e68b63
Source dataset
uspto-grants-1988_07
Patent number
US04758594

Reaction notes

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