Tert-Butylamine → HCID 11534361, compound

HRID 1868593Notes

Reaction equation

HRID 1868593 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:28]=[CH:29][C:30]=1[O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:12]1[O:13][C:14]2[C:19]([C:20](=[O:22])[CH:21]=1)=[CH:18][C:17]([O:23][CH2:24][CH:25]1[O:27][CH2:26]1)=[CH:16][CH:15]=2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:39]([NH2:43])([CH3:42])([CH3:41])[CH3:40]>CO>[C:39]([NH:43][CH2:26][CH:25]([OH:27])[CH2:24][O:23][C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[O:13][C:12]([C:11]1[CH:28]=[CH:29][C:30]([O:31][CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[C:9]([O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH:10]=1)=[CH:21][C:20]2=[O:22])([CH3:42])([CH3:41])[CH3:40]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 86606986HCID 86606986, compound2×

Product 1

HCID 11534361HCID 11534361, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3′,4′-Dibenzyloxy-6-(2,3-epoxy-propoxy)-flavone, 30 (1.5 g, 3 mmol) and tert-butyl amine (0.96 mL, 9 mmol) in dry methanol (125 mL) were reacted in a similar manner to that described under 34 to afford 39. Yield 1.5 g (89%); mp 156-157° C.; MS (FAB) 580 (M++1); IR (KBr) 3404, 1621; 1H NMR (200 MHz, CDCl3) δ 7.51-7.26 (m, 15H), 6.97 (d, J=8.9 Hz, 1H), 6.62 (s, 1H), 5.22 (s, 2H), 5.20 (s, 2H), 4.26-4.22 (m, 1H), 4.14-4.10 (m, 2H), 3.07-2.86 (m, 2H), 1.29 (s, 9H). Analysis Calcd for C36H37NO6: C, 74.59; H, 6.43; N, 2.42. Found: C, 74.61; H, 6.62; N, 2.36.

Sources & evidence

ORD record
ord-ea8b3a4fcc2f4f71a7362c67c84f600d
Source dataset
uspto-grants-2009_12
Patent number
US07635779B2

Reaction notes

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