Hydrochloric Acid → HCID 20058565, compound

HRID 2050562Notes

Reaction equation

HRID 2050562 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])[CH:7]([CH2:13][NH:14][C:15](=O)[CH2:16][CH2:17][CH2:18][CH2:19][C:20]([NH:22][CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=O)[CH2:6]2.CO.[ClH:34]>O1CCCC1>[ClH:34].[ClH:34].[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])[CH:7]([CH2:13][NH:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][NH:22][CH2:23][CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[CH2:6]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 70042035HCID 70042035, compound

Product 1

HCID 20058565HCID 20058565, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 1 molar solution of borane-tetrahydrofuran complex (75.5 ml) was added to a solution of the product of step (a) (8.0 g) in tetrahydrofuran (160 ml) under an inert atmosphere. The solution was heated at reflux overnight, cooled to room temperature, and methanol (50 ml) cautiously added. When all effervescence had ceased, methanolic hydrogen chloride (50 ml) was added, and the mixture refluxed for an hour. The suspension was reduced to dryness giving a white solid which was crystallised from aqueous ethanol to give white needles, 6.88 g mp 258°-9°.

Workup

  1. temperatureThe solution was heated
  2. temperatureat reflux overnight
  3. temperaturethe mixture refluxed for an hour
  4. customgiving a white solid which
  5. customwas crystallised from aqueous ethanol
  6. customto give white needles, 6.88 g mp 258°-9°

Sources & evidence

ORD record
ord-bca352fa9ece4c2f97f917e0b8a4525c
Source dataset
uspto-grants-1991_05
Patent number
US05013760

Reaction notes

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