HCID 13368043, compound → HCID 13368044, compound

HRID 1153876Notes

Reaction equation

HRID 1153876 reaction equation
[C:1]([C:4]1([CH2:17][CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:10]2[C:5]1=[CH:6][CH:7]=[CH:8][CH:9]=2)(=[O:3])[NH2:2]>FC(F)(F)C(O)=O>[C:1]([C:4]1([CH2:17][CH2:18][C:19]([OH:21])=[O:20])[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=2[C:11]2[C:16]1=[CH:15][CH:14]=[CH:13][CH:12]=2)(=[O:3])[NH2:2]

Participants

3

Reactant 1

HCID 13368043HCID 13368043, compound

Product 1

HCID 13368044HCID 13368044, compoundYield 80.4%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 1.0 g (2 mM) of 9-carbamoyl-9-(2-tert.-butoxycarbonylethyl)fluorene (from Example 6) in 3 ml of trifluoroacetic acid was stirred at 25° C. for four minutes. The reaction mixture was concentrated to dryness by evaporation under reduced pressure to provide an oil. The oil was triturated with diethyl ether and dried to give 670 mg of 9-carbamoyl-9-(2-hydroxycarbonylethyl)fluorene. m.p. 191°-192° C.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness by evaporation under reduced pressure
  2. customto provide an oil
  3. customThe oil was triturated with diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-5bf7face79c546e8890c9b70a34c59d0
Source dataset
uspto-grants-1984_12
Patent number
US04486592

Reaction notes

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