Hydrochloric Acid → HCID 11540051, compound

HRID 1993010Notes

Reaction equation

HRID 1993010 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]([CH3:18])=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([OH:19])[CH:14]=3)[C:9]=2[O:20][C:21]2[CH:28]=[CH:27][C:24]([CH:25]=[O:26])=[C:23]([C:29]([F:32])([F:31])[F:30])[CH:22]=2)[CH:5]=[CH:6][CH:7]=1.B(Br)(Br)Br.Cl.C[CH2:39][O:40]C(C)=O>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]([CH3:18])=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([OH:19])[CH:14]=3)[C:9]=2[O:20][C:21]2[CH:28]=[CH:27][C:24]([C:25]([O:40][CH3:39])=[O:26])=[C:23]([C:29]([F:30])([F:31])[F:32])[CH:22]=2)[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 25134Boron tribromideHCID 86616678HCID 86616678, compound

Product 1

HCID 11540051HCID 11540051, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
-20 °C

Procedure

A stirring solution of 286 (0.30 g, 0.62 mmol) in CH2Cl2 (10 mL) was chilled to −20° C. under N2 and BBr3, 1 M in CH2Cl2 (2.86, 2.86 mmol, 1 M), was added drop wise. The resulting orange-brown reaction was stirred at −20° C. for 3 h and the reaction then poured onto ice followed by 1 N HCl (20 mL) and EtOAc (100 mL).

Workup

  1. customThe resulting orange-brown reaction
  2. customthe reaction
  3. additionthen poured onto ice

Sources & evidence

ORD record
ord-2d2b18fb84de471dbd2679942396e3ab
Source dataset
uspto-grants-2010_01
Patent number
US07649093B2

Reaction notes

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