HCID 16083027, compound → HCID 11322652, compound

HRID 1727279Notes

Reaction equation

HRID 1727279 reaction equation
CO[C:3]1[CH:19]=[C:18]2[C:10]([O:11][C:12](=[O:20])[C:13]3[CH:14]=[CH:15][O:16][C:17]=32)=[C:9]2[C:4]=1[CH:5]=[CH:6][CH:7]=[CH:8]2.[CH:21]1C2C(=CC=C3C=2OC(=O)C2C=COC3=2)C=CC=1.OC1C2C(=O)OC3C(=CC(OC)=C4C=3C=CC=C4)C=2OC1>>[CH3:21][C:14]1[C:13]2[C:12](=[O:20])[O:11][C:10]3[C:18](=[CH:19][CH:3]=[C:4]4[C:9]=3[CH:8]=[CH:7][CH:6]=[CH:5]4)[C:17]=2[O:16][CH:15]=1

Participants

4

Reactant 3

HCID 16083027HCID 16083027, compoundHCID 16083029HCID 16083029, compoundHCID 16083030HCID 16083030, compound

Product 1

HCID 11322652HCID 11322652, compound

Procedure

6-Methoxy-11,15-dioxa-cyclopenta[a]phenanthren-12-one (4e) The procedure was identical to that used for the preparation of 4a: 85% yield (starting with 12 mg 3e); mp 194-195° C.; LC/MSD-Trap-positive (m/z, %): 267 (M++1, 100), 289 (M++Na, 30); 1H NMR δ 4.11 (1H, s, OCH3-6), 7.07 (1H, d, J=2.1 Hz, H-17), 7.13 (1H, s, H-7), 7.68 (3H, m, H-2, 3, 16), 8.31 (1H, dd, J=1.8 Hz, 6.9 Hz, H-4), 8.57 (1H, dd, J=1.8 Hz, 7.8 Hz, H-1).

Sources & evidence

ORD record
ord-bd46a5eb3b834a2fa6462b928ecc844f
Source dataset
uspto-grants-2009_02
Patent number
US07495026B2

Reaction notes

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