Methanol → HCID 70109044, compound

HRID 2231112Notes

Reaction equation

HRID 2231112 reaction equation
C[C:2]1[CH:3]=[C:4]([C:7]2[C:8]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[C:9]([C:13]([C:15]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([CH3:25])[CH:18]=3)=[O:16])=[O:14])[CH:10]=[CH:11][CH:12]=2)S[CH:6]=1.O[O:33][S:34]([O-:36])=O.[K+].O1CC[CH2:40][CH2:39]1.O.[CH3:44]O>>[CH3:44][S:34]([C:6]1[CH:2]=[CH:3][C:4]([C:7]2[C:8]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[C:9]([C:13]([C:15]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([CH3:25])[CH:18]=3)=[O:16])=[O:14])[CH:10]=[CH:11][CH:12]=2)=[CH:40][CH:39]=1)(=[O:36])=[O:33]

Participants

6

Reactant 5

HCID 887MethanolHCID 962WaterHCID 8028TetrahydrofuranHCID 23707502Potassium hydroxy sulfiteHCID 69984856HCID 69984856, compound

Product 1

HCID 70109044HCID 70109044, compoundYield 96%

Procedure

The sulfone was synthesized according to the procedure of Example 41, Step 4 using the benzil of Example 42, Step 2 (530 mg, 1.7 mmol) and Oxone® (2.4 g, 4 mmol) in methanol (15 ml), tetrahydrofuran (10 ml) and water (5 ml). There was isolated 545 mg (96%) of the desired sulfone as a crystalline solid: mp 149-151° C. Anal. Calc'd. for C17H16O5S (MW 332.39): C, 61.43; H, 4.85; S, 9.65. Found: C, 61.40; H, 4.80; S, 9.70.

Workup

  1. customThe sulfone was synthesized

Sources & evidence

ORD record
ord-6bd5dcbc44eb4e62af31b8e64aaca87c
Source dataset
uspto-grants-2002_07
Patent number
US06426360B1

Reaction notes

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