Tert-Butylamine → HCID 11541536, compound

HRID 1868591Notes

Reaction equation

HRID 1868591 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][CH:17]=[C:16]([O:23][CH2:24][CH:25]1[O:27][CH2:26]1)[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:16]1[CH:15]=[C:14]2[C:19]([C:20](=[O:22])[CH:21]=[C:12]([C:11]3[CH:28]=[CH:29][C:30]([O:31][CH2:32][C:33]4[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=4)=[C:9]([O:8][CH2:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[CH:10]=3)[O:13]2)=[CH:18][CH:17]=1)([CH3:42])([CH3:41])[CH3:40]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 86606985HCID 86606985, compound2×

Product 1

HCID 11541536HCID 11541536, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3′,4′-Dibenzyloxy-7-(2,3-epoxy-propoxy)-flavone, 29 (2.5 g, 4.9 mmol) and tert-butyl amine (1.05 mL, 9.8 mmol) in dry methanol (160 mL) were reacted in a similar manner to that described under 34 to afford 37. Yield 2.4 g (85%); mp 159-161° C.; MS (FAB) 580 (M+1); IR (KBr) 3400, 1633; 1H NMR (200 MHz, CDCl3) δ 8.08 (d, J=8.7 Hz, 1H), 7.50-7.28 (m, 12H), 7.02-6.93 (m, 3H), 6.60 (s, 1H), 5.23 (s, 4H), 4.10-3.98 (m, 3H), 2.90 (dd, J=5.9 Hz, 3.8 Hz, 1H), 2.71 (dd, J=5.9 Hz, 7.3 Hz, 1H), 2.47 (s, 2H), 1.14 (s, 9H). Analysis Calcd for C36H37NO6: C, 74.59; H, 6.43; N, 2.42 Found: C, 73.36; H, 6.62; N, 2.39.

Sources & evidence

ORD record
ord-1b7c31c953ae4b9f8ea0eb268d7d1b48
Source dataset
uspto-grants-2009_12
Patent number
US07635779B2

Reaction notes

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