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Regular Expression
r"
(The|the|This|this)( ([^(\s\.\,)]*)){0,3} (mixture|solids|solid|solution|residue|layers|layer|filtrates|filtrate|product|extracts|crystals|crystal|tube|suspension|phases|phase|substance|resultant|solvents|solvent|eluent|vial|precipitation|Solvent|liquid|flask|reminder|cake|mass|fractions|fraction|system|DCU|oil)
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Input 1
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New
D-mannose penta acetate (0.70 g, 1.80 mmol) was dissolved in CH2Cl2 (40 mL), and 0.69 M HBr in AcOH (7 mL) was slowly added dropwise. After the completion of the dropwise addition, the reaction solution was returned to room temperature and stirred. After 23 hours, the disappearance of the raw material was confirmed by TLC (hexane:EtOAc=2:1). The reaction solution was cooled with ice, brine was added, and the mixture was stirred.
Substitution
D-mannose penta acetate (0.70 g, 1.80 mmol) was dissolved in CH2Cl2 (40 mL), and 0.69 M HBr in AcOH (7 mL) was slowly added dropwise. After the completion of the dropwise addition, the reaction solution was returned to room temperature and stirred. After 23 hours, the disappearance of the raw material was confirmed by TLC (hexane:EtOAc=2:1). The reaction solution was cooled with ice, brine was added, and the mixture was stirred.