Ammonia → HCID 69055943, compound
Reaction equation
C([CH:5]([C:9]1[CH:18]=[CH:17][C:16]2[O:15][C:14]([CH3:20])([CH3:19])[CH:13]3[O:21][CH:12]3[C:11]=2[CH:10]=1)[C:6]([NH2:8])=[O:7])CCC.[NH3:22]>C(O)C>[NH2:22][CH:12]1[C:11]2[C:16](=[CH:17][CH:18]=[C:9]([CH2:5][C:6]([NH:8][CH2:6][CH2:5][CH2:9][CH3:10])=[O:7])[CH:10]=2)[O:15][C:14]([CH3:19])([CH3:20])[CH:13]1[OH:21]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The n-butyl-2-(2,2-dimethyl-1a,7b-dihydro-2H-oxireno[c]chromen-6-yl) acetamide obtained above was immediately poured into a mixture of so much ethanol and 25%-strength aqueous ammonia solution (6:5 v/v) that a 0.2 M solution of the compound was obtained and was processed further in a manner corresponding to the procedure of Example 5E). 7.4 g 2-(4-amino-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromen-6-yl)-N-(n-butyl)acetamide was obtained, which was used without further purification for the subsequent reaction. The other regioisomer, 2-[3-amino-4-hydroxy-2,2-dimethylchromen-6-yl]-N-(n-butyl)acetamide, was not observed.
Workup
- customwas obtained
Sources & evidence
- ORD record
- ord-489d820b0f914f14be9bbb9f27c6b4b6
- Source dataset
- uspto-grants-2008_05
- Patent number
- US07368582B2
Reaction notes
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