10,11-dihydro-5H-dibenzo(a,d)cycloheptene → HCID 59770364, compound

HRID 2218675Notes

Reaction equation

HRID 2218675 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][C:3]=1[O:10][CH3:11].[CH2:12]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13]1>>[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[CH2:13][CH2:12][C:26]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]2=3)=[CH:4][C:3]=1[O:10][CH3:11]

Participants

3

Reactant 2

HCID 7002910,11-dihydro-5H-dibenzo(a,d)cyclohepteneHCID 27373584-Fluoro-3-methoxybenzaldehyde

Product 1

HCID 59770364HCID 59770364, compoundYield 49%

Procedure

Following procedures essentially as described in Example 28 and using 4-fluoro-3-methoxybenzaldehyde (1.59 g, 10.3 mmol), dibenzosuberane (1.94 g, 10 mmol, provides 1.66 g of title compound in 49% yield as a light tan oil that slowly crystallized. HPLC shows 93% purity.

Sources & evidence

ORD record
ord-adf68084fb1943fbbf973940ff1b30a2
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

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