Methanol → HCID 22642384, compound

HRID 1427173Notes

Reaction equation

HRID 1427173 reaction equation
[CH3:1][OH:2].C(N([CH2:8][CH3:9])CC)C.C(Cl)Cl.[CH3:13][C:14]1[CH:27]=[C:26]2[C:17]([S:18][C:19]3[CH:20]=C(C(Cl)=O)[CH:22]=[CH:23][C:24]=3[C:25]2=[O:28])=[CH:16][CH:15]=1.[OH2:32]>>[CH3:13][C:14]1[CH:27]=[C:26]2[C:17]([S:18][C:19]3[CH:20]=[C:8]([C:9]([O:2][CH3:1])=[O:32])[CH:22]=[CH:23][C:24]=3[C:25]2=[O:28])=[CH:16][CH:15]=1

Participants

6

Reactant 5

HCID 887MethanolHCID 962WaterHCID 6344DichloromethaneHCID 8471TriethylamineHCID 108509407-methyl-9-oxo-thioxanthene-3-carbonyl Chloride

Product 1

HCID 22642384HCID 22642384, compoundYield 58%

Procedure

1.0 g (31.3 mmoles) of methanol and 1.0 g (9.90 mmoles) of triethyl amine are added to the CH2Cl2 solution containing 2.26 g (7.41 mmoles) of 7-methyl 9-oxo-thioxanthene-3-carbonyl chloride. After approximately 1 hour at room temperature under stirring, the mixture is poured in water, the organic phase is separated and washed again with water. The organic phase is then separated, dehydrated and after purification on a flash column (SiO2— eluent: CH2Cl2:AcOEt 8:2) it is dried, obtaining 1.22 g (58%) of a yellow solid with the following spectral properties:

Workup

  1. customthe organic phase is separated
  2. washwashed again with water
  3. customThe organic phase is then separated
  4. customafter purification on a flash column (SiO2— eluent: CH2Cl2:AcOEt 8:2) it
  5. customis dried

Sources & evidence

ORD record
ord-6eb61c5e74794853bd7b183e617a6ca3
Source dataset
uspto-grants-2015_01
Patent number
US08933142B2

Reaction notes

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