Ethyl (+/-)-10,11-dihydro-10-hydroxy-3-methoxy-5H-dibenzo[a,d]cycloheptene-10-acetate → Ethyl (+/-)-10,11-dihydro-3-methoxy-6-methyl-5H-dibenzo[a,d]cycloheptene-10-acetate

HRID 1369221Notes

Reaction equation

HRID 1369221 reaction equation
O[C:2]1([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:8]2[CH:9]=[CH:10][CH:11]=[C:12]([CH3:13])[C:7]=2[CH2:6][C:5]2[CH:14]=[C:15]([O:18][CH3:19])[CH:16]=[CH:17][C:4]=2[CH2:3]1.OC1(CC(OCC)=O)C2C=CC=CC=2CC2C=C(OC)C=CC=2C1>>[CH3:19][O:18][C:15]1[CH:16]=[CH:17][C:4]2[CH2:3][CH:2]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:8]3[CH:9]=[CH:10][CH:11]=[C:12]([CH3:13])[C:7]=3[CH2:6][C:5]=2[CH:14]=1

Participants

3

Reactant 2

HCID 18340682Ethyl (+/-)-10,11-dihydro-10-hydroxy-3-methoxy-5H-dibenzo[a,d]cycloheptene-10-acetateHCID 53716461ethyl (+/-)-10,11-dihydro-10-hydroxy-3-methoxy-6-methyl-5H-dibenzo[a,d]cycloheptene-10-acetate

Product 1

HCID 86585473Ethyl (+/-)-10,11-dihydro-3-methoxy-6-methyl-5H-dibenzo[a,d]cycloheptene-10-acetate

Procedure

According to the procedure of Preparation 10 (f), except substituting ethyl (±)-10,11-dihydro-10-hydroxy-3-methoxy-6-methyl-5H-dibenzo[a,d]cycloheptene-10-acetate for the ethyl (±)-10,11-dihydro-10-hydroxy-3-methoxy-5H-dibenzo[a,d]cycloheptene-10-acetate, the title compound was obtained as a colorless oil following silica gel chromatography (5% EtOAc/hexanes): MS (ES) m/e 325.3 (M+H)+.

Sources & evidence

ORD record
ord-dda65b06ef2542b399e4e57f9758dd9f
Source dataset
uspto-grants-2003_06
Patent number
US06576643B2

Reaction notes

Loading…