Formic Acid → HCID 86750935, compound

HRID 1683194Notes

Reaction equation

HRID 1683194 reaction equation
C(N[C:4]1[C:9]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:8]=2[CH:7]=[CH:6][CH:5]=1)C.[CH:15]([OH:17])=O.[CH2:18]([N:20](CC)CC)[CH3:19]>>[CH:15]([NH:20][CH2:18][CH2:19][C:4]1[C:9]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:8]=2[CH:7]=[CH:6][CH:5]=1)=[O:17]

Participants

4

Reactant 3

HCID 284Formic AcidHCID 8471TriethylamineHCID 19043049HCID 19043049, compound

Product 1

HCID 86750935HCID 86750935, compound

Procedure

1-Ethylamino-benzocycloheptane (1 g, 5.3 mmol) was treated with formic acid (1.22 ml, 32 mmol) and triethylamine (1 ml, 7.2 mmol) and the mixture was heated under reflux for 22 hours under an argon atmosphere. After cooling to room temperature, the mixture was partitioned between diethyl ether (165 ml) and 5% aqueous NaHCO3 (100 ml). The organic layer was separated, dried (Na2SO4) and evaporated to a brown oil (1.06 g, 93%)

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 22 hours under an argon atmosphere
  3. customthe mixture was partitioned between diethyl ether (165 ml) and 5% aqueous NaHCO3 (100 ml)
  4. customThe organic layer was separated
  5. dry with materialdried (Na2SO4)
  6. customevaporated to a brown oil (1.06 g, 93%)

Sources & evidence

ORD record
ord-3bbbe30c805a4a70b3f00e1bc127625b
Source dataset
uspto-grants-1997_06
Patent number
US05637609

Reaction notes

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