Boron tribromide → HCID 67299848, compound

HRID 1958679Notes

Reaction equation

HRID 1958679 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[S:13][C:12]([C:14]([N:16]2[CH2:21][CH2:20][C:19]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)([C:22]([NH2:24])=[O:23])[CH2:18][CH2:17]2)=[O:15])=[CH:11][C:10]=1[C:31]1[CH:36]=[CH:35][C:34]([O:37]C)=[CH:33][CH:32]=1.B(Br)(Br)Br>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[S:13][C:12]([C:14]([N:16]2[CH2:17][CH2:18][C:19]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)([C:22]([NH2:24])=[O:23])[CH2:20][CH2:21]2)=[O:15])=[CH:11][C:10]=1[C:31]1[CH:32]=[CH:33][C:34]([OH:37])=[CH:35][CH:36]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 67299326HCID 67299326, compound

Product 1

HCID 67299848HCID 67299848, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2.8 g of the compound obtained in stage 1F) and 19.8 ml of a 1M solution of BBr3 in CH2Cl2 are added to 70 ml of CH2Cl2 at the temperature of melting ice. The temperature is allowed to rise to AT while continuing to stir over 3 hours. The reaction medium is subsequently poured onto water and the organic phase is recovered and subsequently dried and then evaporated. After crystallizing from an ether-ethyl acetate mixture, 1.8 g of the expected compound are obtained.

Workup

  1. additionThe reaction medium is subsequently poured onto water
  2. customthe organic phase is recovered
  3. customsubsequently dried
  4. customevaporated
  5. customAfter crystallizing from an ether-ethyl acetate mixture, 1.8 g of the expected compound
  6. customare obtained

Sources & evidence

ORD record
ord-61ad92c7b51f4e988f06a942e887322b
Source dataset
uspto-grants-2013_04
Patent number
US08410137B2

Reaction notes

Loading…