p-Toluenesulfonic acid monohydrate → HCID 86753747, compound

HRID 363725Notes

Reaction equation

HRID 363725 reaction equation
[Si]([O:8][C:9]1[S:17][C:16]2[CH2:15][CH2:14][N:13]([CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[Cl:25])[CH2:12][C:11]=2[CH:10]=1)(C(C)(C)C)(C)C.O.[C:27]1([CH3:37])[CH:32]=[CH:31][C:30]([S:33]([OH:36])(=[O:35])=[O:34])=[CH:29][CH:28]=1>C(Cl)Cl>[Cl:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[CH2:18][N:13]1[CH2:14][CH2:15][CH:16]2[S:17][C:9](=[O:8])[CH2:10][C:11]2=[CH:12]1.[CH3:37][C:27]1[CH:32]=[CH:31][C:30]([S:33]([OH:36])(=[O:35])=[O:34])=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 9865396HCID 9865396, compound

Product 1

HCID 86753747HCID 86753747, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 8.23 g of 2-(tert-butyldimethylsilyloxy)-5-(2-chlorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine, 4.31 g of p-toluenesulfonic acid monohydrate and 40 ml of methylene chloride was stirred at 40° C. for 2 hours to obtain precipitated crystals. The obtained precipitated crystals were filtered, washed with 20 ml of methylene chloride and dried under reduced pressure to obtain 7.85 g of 5-(2-chlorobenzyl)-5,6,7,7a-tetrahydrothieno[3,2-c]-pyridin-2-one-p-toluenesulfonate.

Workup

  1. customto obtain
  2. customprecipitated crystals
  3. customThe obtained precipitated crystals
  4. filtrationwere filtered
  5. washwashed with 20 ml of methylene chloride
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-2000ca8be9c44a20be51978fce618700
Source dataset
uspto-grants-1999_02
Patent number
US05874581

Reaction notes

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