Boron tribromide → HCID 11709805, compound

HRID 1452613Notes

Reaction equation

HRID 1452613 reaction equation
C[O:2][CH2:3][CH:4]([O:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[C:16]([C:22]([F:25])([F:24])[F:23])[CH:15]=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.B(Br)(Br)Br>C(Cl)Cl>[OH:2][CH2:3][CH:4]([O:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[C:16]([C:22]([F:23])([F:24])[F:25])[CH:15]=1)[CH2:5][O:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 11559375HCID 11559375, compound2×

Product 1

HCID 11709805HCID 11709805, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The starting material, 4-(1-methoxymethyl-2-phenoxy-ethoxy)-2-trifluoromethyl-benzonitrile, which is the product of Example 27, (0.5 g, 1.4 mmol) was dissolved in 10 ml of dry CH2Cl2, it was cooled to −78° C. before addition of BBr3 (4.3 ml of 1.0M solution in CH2Cl2). After 2 hours, the reaction mixture was gradually warmed up to room temperature; the reaction was quenched with 45 ml of saturated NaHCO3, extracted with CHCl3 (3×20 ml). Purification: Silica Gel

Workup

  1. customthe reaction was quenched with 45 ml of saturated NaHCO3
  2. extractionextracted with CHCl3 (3×20 ml)
  3. customPurification

Sources & evidence

ORD record
ord-9c176e72f3b141518dad59497dfc5e1d
Source dataset
uspto-grants-2009_01
Patent number
US07473711B2

Reaction notes

Loading…