1-(4-Fluorophenyl)-1-phenyl-2-propyn-1-ol → 3-phenyl-3-(4-fluorophenyl)-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran

HRID 1454745Notes

Reaction equation

HRID 1454745 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([OH:11])[C:9]#[CH:10])=[CH:4][CH:3]=1.[CH3:18][C:19]1([CH3:37])[C:31]2[CH:30]=[C:29](O)[C:28]3[CH:33]=[CH:34][CH:35]=[CH:36][C:27]=3[C:26]=2[C:25]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]1=2>>[C:12]1([C:8]2([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[O:11][C:29]3[C:28]4[CH:33]=[CH:34][CH:35]=[CH:36][C:27]=4[C:26]4[C:25]5[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=5)[C:19]([CH3:37])([CH3:18])[C:31]=4[C:30]=3[CH:10]=[CH:9]2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 125491061-(4-Fluorophenyl)-1-phenyl-2-propyn-1-ol2×HCID 666108027,7-dimethyl-7H-benzo[C]fluoren-5-ol

Product 1

HCID 688528113-phenyl-3-(4-fluorophenyl)-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran

Procedure

The process from Step 3 of Example 1 was followed except that 1-(4-fluorophenyl)-1-phenyl-2-propyn-1-ol (from Step 1) was used instead of 1-ferrocenyl-1-(4-fluorophenyl)-2-propyn-1-ol. The 1-(4-fluorophenyl)-1-phenyl-2-propyn-1-ol was reacted with 7,7-dimethyl-7H-benzo[C]fluoren-5-ol (from Step 3 of Example 1) to provide 3-phenyl-3-(4-fluorophenyl)-13,13-dimethyl-3H,13H-indeno[2′,3′:3,4]naphtho[1,2-b]pyran. Mass spectrometry analysis supported a molecular weight consistent with 3-phenyl-3-(4-fluorophenyl)-13,13-dimethyl-3H,13H-indeno[2′,3′:3,4]naphtho[1,2-b]pyran.

Sources & evidence

ORD record
ord-66c35e3263db4d2aa30d617ba37fb4cb
Source dataset
uspto-grants-2009_01
Patent number
US07481955B2

Reaction notes

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