Methanol → HCID 21134146, compound

HRID 1357088Notes

Reaction equation

HRID 1357088 reaction equation
B(Br)(Br)Br.[C:5]1([S:11]([NH:14][CH:15]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([O:28]C)[CH:23]=2)[CH2:16][C:17]([O:19][CH2:20]C)=[O:18])(=[O:13])=[O:12])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.CO>ClCCl>[C:5]1([S:11]([NH:14][CH:15]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([OH:28])[CH:23]=2)[CH2:16][C:17]([O:19][CH3:20])=[O:18])(=[O:12])=[O:13])[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 25134Boron tribromideHCID 21134139HCID 21134139, compound

Product 1

HCID 21134146HCID 21134146, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of BBr3 in dichloromethane (1M) was added at −78° C. to a solution of 2.0 g of (8c) in 50 ml of dichloromethane. After stirring at room temperature for 3 hours, the solution was cooled to −78° C. and 100 ml of methanol were then added. The mixture was stirred at room temperature overnight and then concentrated.

Workup

  1. temperaturethe solution was cooled to −78° C.
  2. stirringThe mixture was stirred at room temperature overnight
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-cef78634398848daa9f6ceee8482ed8a
Source dataset
uspto-grants-2003_07
Patent number
US06589972B2

Reaction notes

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