Potassium Carbonate → 6-Ethynyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopvran-2,1'-cyclopropane]

HRID 51677Notes

Reaction equation

HRID 51677 reaction equation
C(OC(=O)CC1C=CC([C:12]#[C:13][C:14]2[CH:15]=[C:16]3[C:21](=[C:22](C4CC4)[CH:23]=2)[O:20][C:19]([CH3:28])([CH3:27])[CH2:18][C:17]3([CH3:30])[CH3:29])=CC=1F)C.C(=O)([O-])[O-].[K+].[K+]>CO>[C:13]([C:14]1[CH:23]=[CH:22][C:21]2[O:20][C:19]3([CH2:27][CH2:28]3)[CH2:18][C:17]([CH3:29])([CH3:30])[C:16]=2[CH:15]=1)#[CH:12]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 69548621[4-(8-Cyclopropyl-2,2,4,4-tetramethyl-chroman-6-yl-ethvnyl)-2-fluorophenyl]acetic acid ethyl ester2×

Product 1

HCID 225688946-Ethynyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopvran-2,1'-cyclopropane]

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Following general procedure E and using 3,4-dihydro-4,4-dimethyl-6-(trimethylsilanyl)ethynylspiro[2H-1-benzopyran-2,1′-cyclopropane] (Intermediate 37, 0.4 g, 1.42 mmol), potassium carbonate (0.98 g, 7.1 mmol) and methanol, the title compound was obtained as a yellow oil (0.3 g, 100%).

Sources & evidence

ORD record
ord-1fc94e769e224a6595125b339d2a9d59
Source dataset
uspto-grants-2004_03
Patent number
US06713647B2

Reaction notes

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