Ethyl 2-(4-(trifluoromethylsulfonyloxy)cyclohex-3-enyl)acetate → HCID 57992079, compound

HRID 1401030Notes

Reaction equation

HRID 1401030 reaction equation
[CH3:1][C:2]1([CH3:20])[C:6]([CH3:8])([CH3:7])[O:5][B:4](C2CC3(CC(C(OC)=O)C3)C=2)[O:3]1.FC(F)(F)S(O[C:27]1[CH2:32][CH2:31][CH:30]([CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[CH2:29][CH:28]=1)(=O)=O>>[CH3:1][C:2]1([CH3:20])[C:6]([CH3:8])([CH3:7])[O:5][B:4]([C:27]2[CH2:32][CH2:31][CH:30]([CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[CH2:29][CH:28]=2)[O:3]1

Participants

3

Reactant 2

HCID 57992150Ethyl 2-(4-(trifluoromethylsulfonyloxy)cyclohex-3-enyl)acetateHCID 86692319Methyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[3.3]hept-5-ene-2-carboxylate

Product 1

HCID 57992079HCID 57992079, compoundYield 99%

Procedure

The title compound was prepared following the method described in step 2 for the preparation of methyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[3.3]hept-5-ene-2-carboxylate, using ethyl 2-(4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-en-1-yl)acetate as the reactant. (99% yield), MS: m/e 295.2 (M+H)+, 2.28 min (method 3). 1H NMR (400 MHz, CHLOROFORM-d) δ 6.54 (d, J=2.3 Hz, 1H), 4.15 (q, J=7.3 Hz, 2H), 2.41-1.99 (m, 7H), 1.93-1.71 (m, 2H), 1.38-1.22 (m, 15H).

Workup

  1. customm/e 295.2 (M+H)+, 2.28 min (method 3)

Sources & evidence

ORD record
ord-660b4234a64649d0afdd31b1c5d4d9c0
Source dataset
uspto-grants-2014_12
Patent number
US08906889B2

Reaction notes

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