Boron tribromide → HCID 67185543, compound

HRID 1958684Notes

Reaction equation

HRID 1958684 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[S:12][C:11]([C:13]([N:15]2[CH2:20][CH2:19][C:18]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)([C:21]([NH2:23])=[O:22])[CH2:17][CH2:16]2)=[O:14])=[CH:10][C:9]=1[C:30]1[CH:35]=[CH:34][C:33]([O:36]C)=[CH:32][CH:31]=1.B(Br)(Br)Br>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[S:12][C:11]([C:13]([N:15]2[CH2:16][CH2:17][C:18]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)([C:21]([NH2:23])=[O:22])[CH2:19][CH2:20]2)=[O:14])=[CH:10][C:9]=1[C:30]1[CH:31]=[CH:32][C:33]([OH:36])=[CH:34][CH:35]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 67185621HCID 67185621, compound

Product 1

HCID 67185543HCID 67185543, compoundYield 72.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1.7 g of the compound obtained in stage 12B) and then 12.8 ml of a 1M solution of BBr3 in CH2Cl2 are added to 50 ml of CH2Cl2 at the temperature of melting ice and the temperature of the reaction medium is allowed to return to AT overnight. The reaction medium is subsequently poured onto distilled water and the expected compound is extracted with CH2Cl2. The organic phase is dried and evaporated. The compound crystallizes from ethyl ether. 1.2 g of the expected compound are obtained.

Workup

  1. additionThe reaction medium is subsequently poured
  2. distillationonto distilled water
  3. extractionthe expected compound is extracted with CH2Cl2
  4. customThe organic phase is dried
  5. customevaporated
  6. customThe compound crystallizes from ethyl ether

Sources & evidence

ORD record
ord-680fefbb45c0420b836fe300d293719c
Source dataset
uspto-grants-2013_04
Patent number
US08410137B2

Reaction notes

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