Water → HCID 86709438, compound

HRID 1501730Notes

Reaction equation

HRID 1501730 reaction equation
[OH:1][CH2:2][C@@H:3]([C:6]1[C:7]([CH3:16])=[C:8]2[C:12](=[CH:13][CH:14]=1)[C:11](=[O:15])[O:10][CH2:9]2)[O:4][CH3:5].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.O>C(Cl)Cl>[CH3:5][O:4][C@H:3]([C:6]1[C:7]([CH3:16])=[C:8]2[C:12](=[CH:13][CH:14]=1)[C:11](=[O:15])[O:10][CH2:9]2)[CH:2]=[O:1]

Participants

5

Reactant 3

HCID 962WaterHCID 159087TriacetoxyperiodinaneHCID 86709437HCID 86709437, compound

Product 1

HCID 86709438HCID 86709438, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(R)-5-(2-Hydroxy-1-methoxyethyl)-4-methylisobenzofuran-1(3H)-one (500 mg, 2.25 mmol) was dissolved in DCM (10 mL) and treated with Dess-Martin periodinane (954 mg, 2.25 mmol). The reaction mixture was stirred at room temperature under nitrogen overnight. The crude product was used directly. LC-MS (IE, m/z): 239.2 (M+H2O+1)+.

Sources & evidence

ORD record
ord-59827bb4aa5041aaa1fb82b8c3e74f76
Source dataset
uspto-grants-2015_12
Patent number
US09206198B2

Reaction notes

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