Methanesulfonic Acid → HCID 59216517, compound

HRID 2069821Notes

Reaction equation

HRID 2069821 reaction equation
[N:1]1([C:5]2[CH:6]=[C:7]3[C:11](=[CH:12][CH:13]=2)[C:10](=[O:14])[CH2:9][CH2:8]3)[CH2:4][CH2:3][CH2:2]1.CS(O)(=O)=O.[N-:20]=[N+]=[N-].[Na+].[OH-].[Na+]>C(Cl)Cl>[N:1]1([C:5]2[CH:6]=[C:7]3[C:11](=[CH:12][CH:13]=2)[C:10](=[O:14])[NH:20][CH2:9][CH2:8]3)[CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 6395Methanesulfonic AcidHCID 14798Sodium HydroxideHCID 33557Sodium AzideHCID 59216455HCID 59216455, compound

Product 1

HCID 59216517HCID 59216517, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

5-azetidin-1-yl-indan-1-one (1.9 g, 10.14 mmol) and methane sulfonic acid (10.8 ml) were added to CH2Cl2 (100 ml). The reaction mixture was cooled to 0° C. and sodium azide (1.32 g, 20.29 mmol) was carefully portion wise added over 30 min then reaction mixture was stirred at 0° C. for 2 hours. After the reaction was done, it was slowly added 20% NaOH aq. at 0° C.

Workup

  1. additionwise added over 30 min
  2. customreaction mixture
  3. customat 0° C.

Sources & evidence

ORD record
ord-59683ada3249434da1d08a6fac4c69bf
Source dataset
uspto-grants-2012_10
Patent number
US08299077B2

Reaction notes

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