HCID 19082134, compound → HCID 19082117, compound

HRID 265294Notes

Reaction equation

HRID 265294 reaction equation
[O:1]1CCO[CH:2]1[CH2:6][CH2:7][C:8]([CH2:13][CH2:14][O:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:11]#[N:12])[C:9]#[N:10]>C(O)=O>[C:11]([C:8]([C:9]#[N:10])([CH2:13][CH2:14][O:15][CH2:16][CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[CH2:7][CH2:6][CH:2]=[O:1])#[N:12]

Participants

3

Reactant 1

HCID 19082134HCID 19082134, compound

Product 1

HCID 19082117HCID 19082117, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

The material from step c) (0.500 g) was dissolved in 80% formic acid (5 ml) and left to stand at room temperature until TLC analysis indicated that the reaction had gone to completion (17 hours). The reaction mixture was partitioned between aqueous sodium bicarbonate solution and ethyl acetate. The combined organic extracts were washed with aqueous sodium bicarbonate solution and brine, dried and evaporated to yield the subtitled compound as a colourless oil (0.349 g, 70%). This was used without further purification.

Workup

  1. waitleft
  2. customto stand at room temperature until TLC analysis
  3. customhad gone to completion (17 hours)
  4. customThe reaction mixture was partitioned between aqueous sodium bicarbonate solution and ethyl acetate
  5. washThe combined organic extracts were washed with aqueous sodium bicarbonate solution and brine
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-58f47b8559e94035be35739ab5c8e262
Source dataset
uspto-grants-1997_07
Patent number
US05648370

Reaction notes

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