Hydrochloric Acid → HCID 54469120, compound

HRID 582504Notes

Reaction equation

CC(=CC)C.[CH2:6]([C:8]1(C=O)[CH2:12][C:11]2[CH:13]=[CH:14][CH:15]=[C:16]([O:17][CH3:18])[C:10]=2[O:9]1)[CH3:7].[OH2:21].P([O-])(O)(O)=O.[Na+].Cl([O-])=O.[Na+].Cl.C[C:34]([OH:37])(C)C>O>[CH2:6]([C:8]1[O:9][C:10]2[C:11](=[C:13]([C:34]([OH:37])=[O:21])[CH:14]=[CH:15][C:16]=2[O:17][CH3:18])[CH:12]=1)[CH3:7]

Participants

Conditions

Temperature: 10 °C

Procedure

2-Methyl-2-butene (9 g) was added to a solution of 2-ethyl-7-methoxybenzofurancarboxaldehyde (5 g) in 2-methyl-2-propanol (125 ml). A solution of sodium dihydrogen phosphate monohydrate (20.7 g) in water (15 ml) was added, followed by sodium chlorite (11.05 g). The resultant heterogeneous mixture was stirred vigorously for 30 minutes and then diluted with water (125 ml). The mixture was adjusted to pH 4 by the addition of 2M hydrochloric acid. The mixture was extracted with ethyl acetate (3×200 ml) and the combined organic extracts were washed with water (2×200 ml). The organic solution was concentrated to about 100 ml and then cooled to 10° C. The resultant precipitate was collected by filtration and dried at 50° C. in vacuo to afford a beige solid (4 g). mp 215-216° C.

Workup

extractionThe mixture was extracted with ethyl acetate (3×200 ml)
washthe combined organic extracts were washed with water (2×200 ml)
concentrationThe organic solution was concentrated to about 100 ml
filtrationThe resultant precipitate was collected by filtration
customdried at 50° C. in vacuo

Sources & evidence

ORD record: ord-c84e8980d7564fd5b7193bafa43e4757
Source dataset: uspto-grants-1999_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05925636

Reaction notes

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