Methanol → HCID 15983356, compound

HRID 1881233Notes

Reaction equation

HRID 1881233 reaction equation
B(Br)(Br)Br.C([O:7][C:8]1[CH:25]=[CH:24][C:11]2[S:12][C:13]([C:16]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[O:17])=[C:14]([CH3:15])[C:10]=2[C:9]=1[C:26]#[N:27])C.C[OH:29]>ClCCl>[OH:7][C:8]1[C:25]([OH:29])=[CH:24][C:11]2[S:12][C:13]([C:16]([N:18]3[CH2:19][CH2:20][O:21][CH2:22][CH2:23]3)=[O:17])=[C:14]([CH3:15])[C:10]=2[C:9]=1[C:26]#[N:27]

Participants

5

Reactant 3

HCID 887MethanolHCID 25134Boron tribromideHCID 86633448HCID 86633448, compound

Product 1

HCID 15983356HCID 15983356, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 1 N boron tribromide in dichloromethane (3.4 ml) was added to a solution of 5,6-di(ethoxy-3-methyl-2-(morpholine-4-carbonyl)-benzo[b]thiophene-4-carbonitrile (0.19 g) in dichloromethane (40 ml) at 0° C. The mixture was allowed to stay at 6° C. for two days. Methanol was added and the mixture was evaporated to dryness. To the residue 0.1 N HCl was added and the product was extracted into ethyl acetate. Ethyl acetate was dried and evaporated to dryness. The compound was recrystallized from isopropanol.

Workup

  1. customthe mixture was evaporated to dryness
  2. additionTo the residue 0.1 N HCl was added
  3. extractionthe product was extracted into ethyl acetate
  4. dry with materialEthyl acetate was dried
  5. customevaporated to dryness
  6. customThe compound was recrystallized from isopropanol

Sources & evidence

ORD record
ord-b6e557c847c14d5f97aeb7cfeb276110
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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