Ethylene Glycol → HCID 20522758, compound

HRID 223237Notes

Reaction equation

HRID 223237 reaction equation
Br[CH2:2][C:3]1[S:4][CH:5]=[CH:6][CH:7]=[C:8]2[CH:13]=[C:12]([O:14][CH3:15])[C:11]([O:16][CH3:17])=[CH:10][C:9]=12.[CH2:18]([OH:21])[CH2:19][OH:20]>C(Cl)Cl>[CH3:15][O:14][C:12]1[C:11]([O:16][CH3:17])=[CH:10][C:9]2[CH:3]([CH2:2][O:20][CH2:19][CH2:18][OH:21])[S:4][CH2:5][CH2:6][CH2:7][C:8]=2[CH:13]=1

Participants

4

Reactant 2

HCID 174Ethylene GlycolHCID 20522727HCID 20522727, compound

Product 1

HCID 20522758HCID 20522758, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1-bromomethyl-7,8-dimethoxy-2-benzothiepin, dilsopropylethylamine, and ethylene glycol is heated at 30° to 100° C. for 5-50 hours. The reaction mixture is then cooled, diluted with methylene chloride and extracted with water followed by brine. The organic layer is filtered through Na2SO4, taken to dryness, and chromatographed on silica gel to give 2-[(1,3,4,5-tetrahydro-7,8-dimethoxy-2-benzothiepin-1-yl)methoxy]ethanol.

Workup

  1. temperatureis heated at 30° to 100° C. for 5-50 hours
  2. temperatureThe reaction mixture is then cooled
  3. extractionextracted with water
  4. filtrationThe organic layer is filtered through Na2SO4
  5. customchromatographed on silica gel

Sources & evidence

ORD record
ord-6c3d4252542f4f3d97fbc39981e63c8d
Source dataset
uspto-grants-1982_10
Patent number
US04352805

Reaction notes

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