tert-Butyl cyanoacetate → HCID 86598120, compound

HRID 1392706Notes

Reaction equation

HRID 1392706 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[C:10]([CH2:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])#[N:11]>C1C=CC=CC=1>[Br:1][C:2]1[CH:9]=[CH:8][C:5](/[CH:6]=[C:12](\[C:10]#[N:11])/[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 70693tert-Butyl cyanoacetateHCID 707414-Bromobenzaldehyde

Product 1

HCID 86598120HCID 86598120, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 4-bromobenzaldehyde (1 eq), t-butyl cyanoacetate (1 eq) and NH4OAc (1 eq) in benzene (1M) was reflux for 4 h while removing water with a Dean-Stark trap. The mixture was cooled to rt, diluted with hexane and triturated. The title compound was isolated after filtration as a white solid.

Workup

  1. temperaturewas reflux for 4 h
  2. customwhile removing water with a Dean-Stark trap
  3. additiondiluted with hexane
  4. customtriturated

Sources & evidence

ORD record
ord-17a1875151ac48f2b2e757d94de132bd
Source dataset
uspto-grants-2008_03
Patent number
US07342024B2

Reaction notes

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