Acetophenone → HCID 15105832, compound

HRID 1087659Notes

Reaction equation

HRID 1087659 reaction equation
[CH:1]1([C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:6])[CH2:4][CH2:3][CH2:2]1.C([C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20]C=1)=[O:17])(C)C.CC([C:27]1[CH:32]=CC=CC=1)=O.C(C(C1C=CC=CC=1)=O)C(C)C.C1(C(O)(C2C=CC=CC=2)C(=O)CCC#CCN(C)C)CCC1.C1(C(O)(C2C=CC=CC=2)C(=O)CCC#[C:76][CH2:77][N:78]([CH2:80][CH3:81])C)CCC1.OC(C1C=CC=CC=1)(C(=O)CCC#CCN(C)C)C(C)C.CC1(C(O)(C2C=CC=CC=2)C(=O)CCC#CCN(C)C)CC1.OC(C1C=CC=CC=1)(C(=O)CCC#CCN(C)C)CC(C)C>>[CH:7]1([C:5]([OH:6])([C:1]2[CH:4]=[CH:3][CH:2]=[CH:27][CH:32]=2)[C:16](=[O:17])[CH2:18][CH2:23][C:22]#[C:21][CH2:20][N:78]([CH2:80][CH3:81])[CH2:77][CH3:76])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

Participants

10

Reactant 9

HCID 7410AcetophenoneHCID 68493IsovalerophenoneHCID 69144IsobutyrophenoneHCID 79414Cyclobutyl phenyl ketoneHCID 131987MDL 201012HCID 15105878HCID 15105878, compoundHCID 15105879HCID 15105879, compoundHCID 15105880HCID 15105880, compoundHCID 15105882HCID 15105882, compound

Product 1

HCID 15105832HCID 15105832, compound

Procedure

Also prepared by the general method described in Example 6 utilizing phenyl cyclobutyl ketone, phenyl isopropyl ketone, phenyl methyl ketone and phenyl isobutyl ketone with the appropriate secondary amine were 1-cyclobutyl-1-hydroxy-1-phenyl-7-dimethylaminohept-5-yn-2-one, 1-cyclobutyl-1-hydroxy-1-phenyl-7-(N-ethyl-N-methylamino)hept-5-yn-2-one, 3-hydroxy-2-methyl-3-phenyl-9-dimethylaminonon-7-yn-4-one, 1-(1-methylcyclopropyl)-1-hydroxy-1-phenyl-7-dimethylaminohept-5-yn-2-one, and 4-hydroxy-2-methyl-4-phenyl-10-dimethylaminodec-8-yn-5-one.

Workup

  1. customAlso prepared by the general method

Sources & evidence

ORD record
ord-a81b1bbd29d542cf87947ea86d578ba6
Source dataset
uspto-grants-1991_07
Patent number
US05036107

Reaction notes

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