1-Benzyl-N-tert-butylcyclopropane-1-sulfonamide → 1-Benzylcyclopropane-1-sulfonamide

HRID 720247Notes

Reaction equation

HRID 720247 reaction equation
C([NH:5][S:6]([C:9]1([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:11][CH2:10]1)(=[O:8])=[O:7])(C)(C)C.CC1(S(N)(=O)=O)CC1>>[CH2:12]([C:9]1([S:6]([NH2:5])(=[O:8])=[O:7])[CH2:10][CH2:11]1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 218897961-Benzyl-N-tert-butylcyclopropane-1-sulfonamideHCID 218898141-Methylcyclopropane-1-sulfonamide

Product 1

HCID 218897981-Benzylcyclopropane-1-sulfonamideYield 66%

Procedure

This compound, Example 7,1-Benzylcyclopropylsulfonamide, was obtained in 66% yield from N-tert-butyl(1-benzyl)cyclopropylsul-fonamide using the procedure described for the synthesis of 1-Methylcyclopropylsulfonamide, followed by recrystallization from the minimum amount of 10% EtOAc in hexane: 1H NMR (CDCl3) δ 0.90 (m, 2H), 1.42 (m, 2H), 3.25 (s, 2H), 4.05 (s, 2H), 7.29 (m, 3H), 7.34 (m, 2H); 13C NMR (CDCl3) δ 11.1, 36.8, 41.9, 127.4, 128.8, 129.9, 136.5.

Workup

  1. customfollowed by recrystallization from the minimum amount of 10% EtOAc in hexane

Sources & evidence

ORD record
ord-2e473b38ba644748b5aa066062bad469
Source dataset
uspto-grants-2006_11
Patent number
US07135462B2

Reaction notes

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