Methanesulfonyl chloride → 2-Benzyl-5-(2,5-dihydro-furan-3-yl)-2,3-dihydro-1H-isoindole

HRID 1930920Notes

Reaction equation

HRID 1930920 reaction equation
[CH2:1]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:17]3(O)[CH2:21][CH2:20][O:19][CH2:18]3)[CH:14]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CS(Cl)(=O)=O.C1CCN2C(=NCCC2)CC1>C(N(CC)CC)C>[CH2:1]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:17]3[CH2:18][O:19][CH2:20][CH:21]=3)[CH:14]=2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 577533893-(2-Benzyl-2,3-Dihydro-1H-isoindol-5-yl)-tetrahydro-furan-3-ol

Product 1

HCID 577534442-Benzyl-5-(2,5-dihydro-furan-3-yl)-2,3-dihydro-1H-isoindole

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Prepared in analogy to Example A65(a) from 3-(2-benzyl-2,3-dihydro-1H-isoindol-5-yl)-tetrahydro-furan-3-ol (Example A66(a)) and methanesulfonyl chloride, triethylamine, and DBU. Brown solid. MS (m/e): 278.0 ([M+H]+, 100%).

Sources & evidence

ORD record
ord-4efdea47e16741d0ad4e114d1e196aa9
Source dataset
uspto-grants-2012_05
Patent number
US08188139B2

Reaction notes

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