Benzoyl chloride, 3,4,5-trimethoxy- → HCID 15225071, compound

HRID 1769157Notes

Reaction equation

HRID 1769157 reaction equation
[CH3:1][N:2]([CH3:14])[C:3]1([CH2:12][OH:13])[C:8]2[CH:9]=[CH:10][S:11][C:7]=2[CH2:6][CH2:5][CH2:4]1.[CH3:15][O:16][C:17]1[CH:18]=[C:19]([CH:23]=[C:24]([O:28][CH3:29])[C:25]=1[O:26][CH3:27])[C:20](Cl)=[O:21]>N1C=CC=CC=1>[CH3:1][N:2]([CH3:14])[C:3]1([CH2:12][O:13][C:20](=[O:21])[C:19]2[CH:18]=[C:17]([O:16][CH3:15])[C:25]([O:26][CH3:27])=[C:24]([O:28][CH3:29])[CH:23]=2)[C:8]2[CH:9]=[CH:10][S:11][C:7]=2[CH2:6][CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 78282Benzoyl chloride, 3,4,5-trimethoxy-HCID 15225070HCID 15225070, compound

Product 1

HCID 15225071HCID 15225071, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

15 ml of pyridine Containing 1.52 g of 4-dimethylamino-4-hydroxymethyl-4,5,6,7-tetrahydro-1-benzothiophene obtained in Example 1 was cooled with ice, and added with 1.82 g of 3,4,5-trimethoxybenzoylchloride. The reaction mixture was then stirred at room temperature for 14 hours. The solvent was removed under reduced pressure, and the residue was poured into water, followed by extracting with chloroform. The chloroform phase was washed with water and dried. The solvent was removed under reduced pressure, and the residue was crystallized from isopropyl ether to obtain 1.87 g of the title compound as colorless crystals.

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue was poured into water
  3. extractionby extracting with chloroform
  4. washThe chloroform phase was washed with water
  5. customdried
  6. customThe solvent was removed under reduced pressure
  7. customthe residue was crystallized from isopropyl ether

Sources & evidence

ORD record
ord-5050efed30404f8bbd6dea5d29b0da82
Source dataset
uspto-grants-1995_01
Patent number
US05380748

Reaction notes

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