Sodium Carbonate → HCID 21241621, compound

HRID 1789504Notes

Reaction equation

HRID 1789504 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH2:11]O.CC1C=CC(S([O-])(=O)=O)=CC=1.[CH3:24][C:25]1([CH:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)[O:29][CH2:28][CH2:27][O:26]1.C(=O)([O-])[O-].[Na+].[Na+].CN(C)C(=O)C>O>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH2:11][N:33]1[CH2:32][CH2:31][CH:30]([C:25]2([CH3:24])[O:26][CH2:27][CH2:28][O:29]2)[CH2:35][CH2:34]1

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 31374DimethylacetamideHCID 212415834-(2-Methyl-1,3-dioxolan-2-yl)piperidineHCID 131715235HCID 131715235, compound

Product 1

HCID 21241621HCID 21241621, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of 22.5 parts of 2,3-dihydro-1,4-benzodioxin-2-methanol 4-methylbenzenesulfonate (ester), 11.1 parts of 4-(2-methyl-1,3-dioxolan-2-yl)piperidine, 15 parts of sodium carbonate and 135 parts of N,N-dimethylacetamide was stirred overnight at 75° C. Water was added. The product was extracted with 4-methyl-2-pentanone. The extract was dried, filtered and evaporated, yielding 20.6 parts (100%) of 1-[(2,3-dihydro-1,4-benzodioxin-2-yl)methyl]-4-(2-methyl-1,3-dioxolan-2-yl)piperidine as an oily residue (intermediate 86).

Workup

  1. extractionThe product was extracted with 4-methyl-2-pentanone
  2. customThe extract was dried
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-ce4481d3c1e949b698e956653885160d
Source dataset
uspto-grants-1987_08
Patent number
US04689330

Reaction notes

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