1,4-Dioxa-8-azaspiro(4.5)decane → 4-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-3-fluoro-benzaldehyde

HRID 1061229Notes

Reaction equation

HRID 1061229 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][NH:8][CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[F:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][C:19]=1F)[CH:15]=[O:16]>>[O:1]1[C:5]2([CH2:10][CH2:9][N:8]([C:19]3[CH:18]=[CH:17][C:14]([CH:15]=[O:16])=[CH:13][C:12]=3[F:11])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 5880883,4-Difluorobenzaldehyde

Product 1

HCID 222204894-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-3-fluoro-benzaldehyde

Procedure

The title compound was prepared from 1,4 dioxa-8-azaspiro[4.5]decane and 3,4-difluorobenzaldehyde according to the procedure of Example 56 as an orange oil; 1H NMR (300 MHz, CDCl3) δ 1.88 (t, J=5.7 Hz, 4H), 3.35 (t, J=5.8 Hz, 4H), 4.01 (s, 4H), 6.96 (t, J=7.8 Hz, 1H), 7.47-7.49 (m, 1H), 7.53-7.58 (m, 1H), 9.81 (s, 1H); MS (ES) m/z: 265.8 (MH+).

Sources & evidence

ORD record
ord-7f94aff186dd46d1b918d732db8714e5
Source dataset
uspto-grants-2003_02
Patent number
US06525202B2

Reaction notes

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