Benzyl Alcohol → Benzyl 2-bromo-2,2-difluoroacetate

HRID 1771028Notes

Reaction equation

HRID 1771028 reaction equation
[Br:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH2:8](O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1CCCCC1>[Br:1][C:2]([F:7])([F:6])[C:3]([O:5][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:4]

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 521998p-Toluenesulfonic acid monohydrateHCID 27732822-Bromo-2,2-difluoroacetic acid

Product 1

HCID 10378165Benzyl 2-bromo-2,2-difluoroacetate

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

This compound was prepared according to Example 2a from bromodifluoroacetic acid (9.82 g; 68.7 mmol), benzyl alcohol (7.0 g; 65 mmol), and p-toluenesulphonic acid monohydrate (50 mg) in cyclohexane (120 mL). The crude product obtained after evaporation was used as is without any further workup in 3b.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-73f25d56bc8441348449fcc0b66adb7e
Source dataset
uspto-grants-2016_02
Patent number
US09249086B2

Reaction notes

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