Ethyl (+/-)-10,11-dihydro-10-hydroxy-3-methoxy-5H-dibenzo[a,d]cycloheptene-10-acetate → Ethyl (+/-)-10,11-dihydro-7-fluoro-3-methoxy-5H-dibenzo[a,d]cycloheptene-10-acetate

HRID 1369214Notes

Reaction equation

HRID 1369214 reaction equation
[F:1][C:2]1[CH:25]=[CH:24][C:5]2[C:6](O)([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:7][C:8]3[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:9]=3[CH2:10][C:4]=2[CH:3]=1.OC1(CC(OCC)=O)C2C=CC=CC=2CC2C=C(OC)C=CC=2C1>>[F:1][C:2]1[CH:25]=[CH:24][C:5]2[CH:6]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:7][C:8]3[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:9]=3[CH2:10][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 18340682Ethyl (+/-)-10,11-dihydro-10-hydroxy-3-methoxy-5H-dibenzo[a,d]cycloheptene-10-acetateHCID 54499599ethyl (+/-)-10,11-dihydro-7-fluoro-10-hydroxy-3-methoxy-5H-dibenzo[a,d]cycloheptene-10-acetate

Product 1

HCID 54358299Ethyl (+/-)-10,11-dihydro-7-fluoro-3-methoxy-5H-dibenzo[a,d]cycloheptene-10-acetate

Procedure

According to the procedure of Preparation 10(f), except substituting ethyl (±)-10,11-dihydro-7-fluoro-10-hydroxy-3-methoxy-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 (10% EtOAc/hexanes): MS (ES) m/e 329.2 (M+H)+.

Sources & evidence

ORD record
ord-99f53055e40246a18ce398532fdc7232
Source dataset
uspto-grants-2003_06
Patent number
US06576643B2

Reaction notes

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