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Hydrochloric Acid → 2,3-Difluoro-6-methoxyphenol

HRID 2578
Notes
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Reaction equation

HRID 2578 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([O:9][CH3:10])[CH:5]=[CH:6][C:7]=1[F:8].[Li+].CCC[CH2-].C[O:17]B(OC)OC.Cl.OO>CCCCCC>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([O:9][CH3:10])[C:3]=1[OH:17]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 8470Trimethyl borateHCID 61028n-Butyl lithiumHCID 5682503,4-Difluoroanisole

Product 1

HCID 32697282,3-Difluoro-6-methoxyphenol

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Using the procedure of Example 39, 125 g of 3,4-difluoroanisole (commercial) and 500 ml of a 1.6M solution of N-butyllithium in hexane were reacted at -72° C., and then 92.4 ml of trimethylborate, 500 ml of hydrochloric acid and 120 g of intermediate compound were reacted and the product was reacted with 440 ml of 30% hydrogen peroxide to obtain 82.4 g of the expected product melting at 46.6° C.

Workup

  1. customwere reacted at -72° C.

Sources & evidence

ORD record
ord-81159db6893c43669dd5945fbf20ea55
Source dataset
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05728828

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes