Tert-butyl 2,2,2-trichloroethanimidate → Tert-butyl 2-acetoxy-2-(3-bromophenyl)acetate

HRID 1751771Notes

Reaction equation

HRID 1751771 reaction equation
[C:1]([O:4][CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([Br:15])[CH:10]=1)[C:6]([OH:8])=[O:7])(=[O:3])[CH3:2].[C:16](OC(=N)C(Cl)(Cl)Cl)([CH3:19])([CH3:18])[CH3:17]>C1(C)C=CC=CC=1>[C:1]([O:4][CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([Br:15])[CH:10]=1)[C:6]([O:8][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:7])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 2734700Tert-butyl 2,2,2-trichloroethanimidateHCID 712121582-Acetoxy-2-(3-bromophenyl)acetic acid

Product 1

HCID 71229801Tert-butyl 2-acetoxy-2-(3-bromophenyl)acetate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of compound 2 (500 mg, 1.83 mmol) in toluene (2.5 mL) was added t-butyl-trichloroacetimidate (0.33 mL). The reaction was stirred at room temperature for 5 hours. The solid precipitate was filtered off and washed with toluene. The filtrate was concentrated in vacuo to provide compound 3 which was used in the next reaction without further purification.

Workup

  1. filtrationThe solid precipitate was filtered off
  2. washwashed with toluene
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-427ee3c634324aae8f0eeb5b7737308f
Source dataset
uspto-grants-2015_10
Patent number
US09161924B2

Reaction notes

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