Toluene → HCID 58980491, compound

HRID 1181165Notes

Reaction equation

HRID 1181165 reaction equation
[C:1]([O:5][CH:6]1[CH2:11][CH2:10][CH:9]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH2:8][CH2:7]1)(=[O:4])[CH:2]=[CH2:3].C1CC=CC=1.[C:22]1([CH3:28])[CH:27]=CC=[CH:24][CH:23]=1>>[CH:3]12[CH2:28][CH:22]([CH:23]=[CH:24]1)[CH2:27][CH:2]2[C:1]([O:5][CH:6]1[CH2:11][CH2:10][CH:9]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH2:8][CH2:7]1)=[O:4]

Participants

4

Reactant 3

HCID 1140TolueneHCID 7612CyclopentadieneHCID 589804924-[(Methanesulfonyl)amino]cyclohexyl prop-2-enoate

Product 1

HCID 58980491HCID 58980491, compoundYield 98%

Conditions

Temperature
40 °C

Procedure

To a mixture of 26.1 g of 4-[(methylsulfonyl)amino]-cyclohexyl acrylate (synthesized by the procedure of Example 4) and 50 g of toluene was added 8.0 g of cyclopentadiene. The mixture was stirred at 40° C. for 24 hours. The reaction solution was purified directly by silica gel column chromatography, obtaining 32.0 g of 4-[(methylsulfonyl)-amino]cyclohexyl 5-norbornene-2-carboxylate (yield 98%).

Workup

  1. customThe reaction solution was purified directly by silica gel column chromatography

Sources & evidence

ORD record
ord-d4eff134f02b484d8a5b1a9c5be22f50
Source dataset
uspto-grants-2007_10
Patent number
US07285368B2

Reaction notes

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