Dimethylformamide dimethyl acetal → HCID 178484241, compound

HRID 1808035Notes

Reaction equation

HRID 1808035 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11](=[O:18])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[CH3:19][N:20]([CH:22](OC)OC)[CH3:21]>CCOC(C)=O>[CH3:19][N:20](/[CH:22]=[C:10]1\[CH2:9][CH:8]([C:5]2[CH:4]=[CH:3][C:2](/[N:1]=[CH:19]\[N:20]([CH3:22])[CH3:21])=[CH:7][CH:6]=2)[C:17]2[C:12]([C:11]\1=[O:18])=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH3:21]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 59489630HCID 59489630, compound

Product 1

HCID 178484241HCID 178484241, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 4-(4-aminophenyl)-3,4-dihydronaphthalen-1(2H)-one (6.0 g, 25.3 mmol) and DMF-DMA (60 mls, 10 vols) was heated at 100 C for 12 h. The reaction mixture was stripped and residue stirred in EtOAc at rt for 1 h. The resulting solids were then filtered and rinsed on the filter with water. After drying, the product was afforded as a yellow solid (8.6 g, 98%). LCMS m/e 348 [M+H].

Workup

  1. temperaturewas heated at 100 C for 12 h
  2. filtrationThe resulting solids were then filtered
  3. washrinsed on the
  4. filtrationfilter with water
  5. customAfter drying

Sources & evidence

ORD record
ord-3f49f4fd84994c3584c90b21415d8e47
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

Loading…