Hydrochloric Acid → HCID 70024995, compound

HRID 1368343Notes

Reaction equation

HRID 1368343 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([C:15]([NH2:17])=[O:16])[C:7]2[O:13][CH2:12][CH2:11][CH2:10][S:9][C:8]=2[CH:14]=1)(=[O:3])[CH3:2].[BH4-].[Na+].Cl>CCO>[OH:3][CH:1]([C:4]1[CH:5]=[C:6]([C:15]([NH2:17])=[O:16])[C:7]2[O:13][CH2:12][CH2:11][CH2:10][S:9][C:8]=2[CH:14]=1)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 54003165HCID 54003165, compound

Product 1

HCID 70024995HCID 70024995, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 2-acetyl-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-4-carboxylic acid amide (0.40 g, 1.59 mmol) suspended in EtOH (10 mL) was added NaBH4 (0.060 g, 1.59 mmol). The mixture was stirred for 5 min, made acidic with 1 N HCl, and the EtOH removed in vacuuo. The aqueous was extracted with EtOAc. The combined extracts were washed with water, dried over magnesium sulfate and concentrated to a foam (0.35 g, 87%). MS [M+H]+ 252.

Workup

  1. customthe EtOH removed in vacuuo
  2. extractionThe aqueous was extracted with EtOAc
  3. washThe combined extracts were washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated to a foam (0.35 g, 87%)

Sources & evidence

ORD record
ord-5f202bfa62e3415994a025d596f667f4
Source dataset
uspto-grants-2003_06
Patent number
US06573295B2

Reaction notes

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