Methanol → Methyl 4-isopropyl-2-methoxymethoxybenzoate

HRID 644211Notes

Reaction equation

HRID 644211 reaction equation
C(Cl)Cl.[CH:4]([C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([O:16][CH2:17][O:18][CH3:19])[CH:8]=1)([CH3:6])[CH3:5].CO.[CH3:22][Si](C=[N+]=[N-])(C)C>CC(O)=O.CCCCCC>[CH:4]([C:7]1[CH:15]=[CH:14][C:10]([C:11]([O:13][CH3:22])=[O:12])=[C:9]([O:16][CH2:17][O:18][CH3:19])[CH:8]=1)([CH3:6])[CH3:5]

Participants

7

Reactant 4

HCID 887MethanolHCID 6344DichloromethaneHCID 167693TrimethylsilyldiazomethaneHCID 685322784-Isopropyl-2-methoxymethoxybenzoic acid

Product 1

HCID 68533886Methyl 4-isopropyl-2-methoxymethoxybenzoate

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 8058HexaneSolvent

Procedure

Into methylene chloride (40 mL) was dissolved 4-isopropyl-2-methoxymethoxy-benzoic acid (6.0 g, 26.8 mmol). Methanol (10 mL) was added, followed by the dropwise addition of 2 M hexane solution of trimethylsilyldiazomethane (14.7 mL). After 2 h, HOAc (0.5 mL) was added and the solvent was removed under vacuum, giving the title compound as an oil, which was used in next step without further purification.

Workup

  1. customthe solvent was removed under vacuum

Sources & evidence

ORD record
ord-d11ef92e482541bb958da1018f73d6b8
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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