Hydrochloric Acid → Methyl alpha-(hydroxy methylene)-2-isopropyl-4-[(E)-styryl]-5-thiazolacetate

HRID 1721026Notes

Reaction equation

HRID 1721026 reaction equation
CN([CH:4]=[C:5]([C:10]1[S:14][C:13]([CH:15]([CH3:17])[CH3:16])=[N:12][C:11]=1/[CH:18]=[CH:19]/[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:6]([O:8][CH3:9])=[O:7])C.Cl.[O:27]1CCCC1>>[OH:27][CH:4]=[C:5]([C:10]1[S:14][C:13]([CH:15]([CH3:17])[CH3:16])=[N:12][C:11]=1/[CH:18]=[CH:19]/[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:6]([O:8][CH3:9])=[O:7]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 67766585HCID 67766585, compound

Product 1

HCID 67766718Methyl alpha-(hydroxy methylene)-2-isopropyl-4-[(E)-styryl]-5-thiazolacetate

Procedure

2 g of the enamine of Step F, 20 ml of tetrahydrofuran and 5 ml of a 2N hydrochloric acid solution were mixed together under nitrogen and left for 5 hours at 20° to 21° C. The tetrahydrofuran was evaporated off and the product was used as is for the following step.

Workup

  1. customThe tetrahydrofuran was evaporated off

Sources & evidence

ORD record
ord-34c0981ed9824859acc40564af7ecf9a
Source dataset
uspto-grants-1996_04
Patent number
US05508414

Reaction notes

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