Methanol → HCID 13456634, compound

HRID 1981295Notes

Reaction equation

HRID 1981295 reaction equation
[Cl:1][C:2]1[C:12]2[CH2:11][CH2:10][N:9](C(=O)C(F)(F)F)[CH2:8][CH:7]([C:19]3[CH:24]=[CH:23][C:22]([S:25]([CH2:28][CH:29]([CH3:31])[CH3:30])(=[O:27])=[O:26])=[CH:21][CH:20]=3)[C:6]=2[CH:5]=[C:4]([O:32][CH3:33])[C:3]=1[O:34][CH3:35].[OH-].[Na+].CO>O>[Cl:1][C:2]1[C:12]2[CH2:11][CH2:10][NH:9][CH2:8][CH:7]([C:19]3[CH:20]=[CH:21][C:22]([S:25]([CH2:28][CH:29]([CH3:31])[CH3:30])(=[O:27])=[O:26])=[CH:23][CH:24]=3)[C:6]=2[CH:5]=[C:4]([O:32][CH3:33])[C:3]=1[O:34][CH3:35]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 20399150HCID 20399150, compound

Product 1

HCID 13456634HCID 13456634, compoundYield 60.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 8.9 g (0.015 m) of the amide, 1 g (0.025 m) of sodium hydroxide and 100 ml of methanol was stirred at room temperature for 2 hours, then, poured into water. The quench was extracted with ethyl acetate. The extract was washed with water, dried and evaporated to give 4.4 g of 6-chloro-1-(4'-isobutylsulfonylphenyl)-7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepine.

Workup

  1. extractionThe quench was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-d89853112a594ef19b47a6a3d377663e
Source dataset
uspto-grants-1985_04
Patent number
US04514394

Reaction notes

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