Dimethylformamide → HCID 54322291, compound

HRID 1111290Notes

Reaction equation

HRID 1111290 reaction equation
[H-].[Na+].[OH:3][C:4]1[CH:14]=[CH:13][C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][CH:5]=1.C1(C)C=CC(S(OOC[C@@H:27]([O:29][CH:30]2[CH2:35][CH2:34][CH2:33][CH2:32][O:31]2)[CH3:28])(=O)=O)=CC=1.[CH3:37]N(C)C=O>>[O:31]1[CH2:32][CH2:33][CH2:34][CH2:35][C@@H:30]1[O:29][CH2:27][CH2:28][CH2:37][O:3][C:4]1[CH:5]=[CH:6][C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:13][CH:14]=1

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 8434EthylparabenHCID 24758Sodium hydrideHCID 86744435HCID 86744435, compound

Product 1

HCID 54322291HCID 54322291, compound

Procedure

1.0 g (0.021 mol) of 50% sodium hydride, 25 ml of dimethylformamide, 3.2 g (0.019 mol) of ethyl 4-hydroxybenzoate and 6.1 g (0.019 mol) of (S)-2-tetrahydropyranyloxypropoxy p-toluenesulfonate were reacted at 60° C. for 8 h. Then the same procedure as in Referential Example 1 was repeated to obtain 5.0 g of the crude product.

Sources & evidence

ORD record
ord-168e6b4d379a4f40b31afe2b30e0108e
Source dataset
uspto-grants-1990_12
Patent number
US04980082

Reaction notes

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