Dichloromethane → HCID 13732643, compound

HRID 1731613Notes

Reaction equation

HRID 1731613 reaction equation
Cl.C[O:3][C:4]1[CH:15]=[CH:14][C:13]2[CH:9]3[CH2:10][NH:11][CH2:12][CH:8]3[CH2:7][C:6]=2[C:5]=1[O:16]C.C(Cl)Cl.B(Br)(Br)[Br:22]>CO>[BrH:22].[CH2:12]1[NH:11][CH2:10][CH:9]2[C:13]3[CH:14]=[CH:15][C:4]([OH:3])=[C:5]([OH:16])[C:6]=3[CH2:7][CH:8]12

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 25134Boron tribromideHCID 13732641HCID 13732641, compound

Product 1

HCID 13732643HCID 13732643, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

2.00 g. of the resultant compound of Example 6 in 13 ml. CH2Cl2 under a nitrogen atmosphere at -78° C. was treated with 10 g. boron tribromide (BBr3). The mixture was stirred at 0° C. for 1 hour and then cooled to -78° C. while 50 ml. methanol was added slowly. The solution was concentrated in vacuum and the residue was crystallized from acetonitrile to get 1.97 g. product, m.p. 206°-208° C.

Workup

  1. temperaturecooled to -78° C. while 50 ml
  2. concentrationThe solution was concentrated in vacuum
  3. customthe residue was crystallized from acetonitrile
  4. customto get 1.97 g

Sources & evidence

ORD record
ord-9839cefb5c9f45d2bb97c3ebd22998d4
Source dataset
uspto-grants-1986_11
Patent number
US04622405

Reaction notes

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