Methanesulfonic Acid → HCID 12988678, compound

HRID 1243285Notes

Reaction equation

HRID 1243285 reaction equation
[OH:1][C@@H:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C@@H:3]1[NH:11][C:12](=[O:16])[CH2:13][CH2:14][CH3:15].CO[C:19]([CH3:21])=[CH2:20].CS(O)(=O)=O>>[CH3:20][C:19]1([CH3:21])[N:11]([C:12](=[O:16])[CH2:13][CH2:14][CH3:15])[C@H:3]2[C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=3[CH2:10][C@H:2]2[O:1]1

Participants

4

Reactant 3

HCID 6395Methanesulfonic AcidHCID 83002-MethoxypropeneHCID 86587177HCID 86587177, compound

Product 1

HCID 12988678HCID 12988678, compound

Procedure

N-(1S,2R)-(2-Hydroxyindan-1-yl)-butyramide (XV, 2.2 g) and 2-methoxypropene (5 mL) were combined with CH2C12 (70 mL) at rt, and methanesulfonic acid (0.05 mL) was added. After 20 min at rt, the reaction mixture was partitioned between half-saturated NaHCO3 (30 mL) and CH2C12 (2×30 mL). The combined organic layers were dried dried (MgSO4), filtered, and concentrated under reduced pressure to give an oil as product: MH+260.1.

Workup

  1. customwere combined with CH2C12 (70 mL) at rt
  2. customthe reaction mixture was partitioned between half-saturated NaHCO3 (30 mL) and CH2C12 (2×30 mL)
  3. customThe combined organic layers were dried
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customto give an oil as product

Sources & evidence

ORD record
ord-2f70d7971c8c478182ffccb73f444618
Source dataset
uspto-grants-2006_10
Patent number
US07119085B2

Reaction notes

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