Formamide → HCID 19073168, compound

HRID 1955801Notes

Reaction equation

HRID 1955801 reaction equation
COC1C=CC(C(C2C=CC(OC)=CC=2)=O)=CC=1.C[O:20][C:21]1[CH:26]=[CH:25][C:24]([CH:27]([C:31]2[CH:36]=[CH:35][C:34]([O:37]C)=[CH:33][CH:32]=2)[NH:28][CH:29]=[O:30])=[CH:23][CH:22]=1.C(N)=O.B(Br)(Br)Br>C(Cl)Cl>[OH:20][C:21]1[CH:22]=[CH:23][C:24]([CH:27]([C:31]2[CH:32]=[CH:33][C:34]([OH:37])=[CH:35][CH:36]=2)[NH:28][CH:29]=[O:30])=[CH:25][CH:26]=1

Participants

6

Reactant 4

HCID 713FormamideHCID 70324,4'-DimethoxybenzophenoneHCID 25134Boron tribromideHCID 878978[Bis(4-methoxyphenyl)methyl]methanimidic acid

Product 1

HCID 19073168HCID 19073168, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
20 °C

Procedure

Following the procedure in step C of Example 1, 4,4'-dimethoxybenzophenone was converted to N-[bis-(4-methoxyphenyl)methyl]formamide. To a solution of the above formamide (2.2 g, 8.1 mmol) in anhydrous CH2Cl2 (50 ml) at 0° C. under N2 was added 1.0M solution of BBr3 in CH2Cl2 (20.0 ml). After warming to 20° C. and stirring for one hour, the reaction mixture was quenched with aq. NaHCO3 and extracted with EtOAc. The EtOAc fractions were washed with brine, dried over MgSO4 and then stripped to obtain 1.9 g of N-[bis-(4-hydroxyphenyl)methyl]formamide.

Workup

  1. customthe reaction mixture was quenched with aq. NaHCO3
  2. extractionextracted with EtOAc
  3. washThe EtOAc fractions were washed with brine
  4. dry with materialdried over MgSO4

Sources & evidence

ORD record
ord-9ddba12f5d4549779a04261390f3d5ef
Source dataset
uspto-grants-1998_07
Patent number
US05776983

Reaction notes

Loading…