Sodium Hydroxide → HCID 23001087, compound

HRID 397623Notes

Reaction equation

HRID 397623 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:9]([F:12])=[C:8]2[C:3]=1[CH2:4][CH2:5][CH:6]1[CH:13]([C:14]([O:16]CC)=[O:15])[CH:7]12.[OH-].[Na+]>>[F:1][C:2]1[CH:11]=[CH:10][C:9]([F:12])=[C:8]2[C:3]=1[CH2:4][CH2:5][CH:6]1[CH:13]([C:14]([OH:16])=[O:15])[CH:7]12

Participants

3

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 23001109HCID 23001109, compound

Product 1

HCID 23001087HCID 23001087, compound

Procedure

4,7-Difluoro-1a,2,3,7b-tetrahydro-1H-cyclopropa[a]naphthalene-1-carboxylic acid was synthesized analogously to Example 12e from ethyl 4,7-difluoro-1a,2,3,7b-tetrahydro-1H-cyclopropa[a]naphthalene-1-carboxylate (0.45 g, 1.8 mmol) by stepwise hydrolysis first with excess of NaOH at r.t. and then with the excess of NaOH at heating (60° C., 1.5 h) to give 80 mg of product as white crystals (cis/trans ratio 78:22 according to HPLC).

Sources & evidence

ORD record
ord-e2fd2349a3294426be0abbe2a62b5471
Source dataset
uspto-grants-2003_08
Patent number
US06610714B2

Reaction notes

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