Hydrochloric Acid → HCID 19384526, compound

HRID 2399808Notes

Reaction equation

C[O:2][C:3]([C:5]1[O:6][C:7]([C:10]([C:12]2[CH:13]=[CH:14][CH:15]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:16]3[C:20]=2[N:19]=[C:18]2[CH2:21][CH2:22][CH2:23][CH2:24][C:17]=32)=[O:11])=[CH:8][CH:9]=1)=[O:4].C(O)(=O)C(O)=O.Cl>>[CH2:25]([CH:15]1[C:16]2=[C:17]3[CH2:24][CH2:23][CH2:22][CH2:21][C:18]3=[N:19][C:20]2=[C:12]([C:10]([C:7]2[O:6][C:5]([C:3]([OH:4])=[O:2])=[CH:9][CH:8]=2)=[O:11])[CH:13]=[CH:14]1)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 971Oxalic Acid

HCID 67785432HCID 67785432, compound

Product 1

HCID 19384526HCID 19384526, compoundYield 50%

Procedure

The hydrolysis of 2.9 g of methyl ester from Example 156 was carried out by using the conditions described in Example 137 except that a saturated solution of oxalic acid was used for the acidification of the reaction mixture instead of 2N-HCl. There was obtained 5-[(1,2,3,4-tetrahydro-9-octyl-9H-dibenzo[b,d]pyrrol-6-yl)carbonyl]-2-furan carboxylic acid (1.4 g; 50%) after repeated crystallizations from ethyl acetate as a yellow solid, mp 140.5°-42.5° C.

Sources & evidence

ORD record: ord-34dc1e09a83a46b78c1c83626d7339e3
Source dataset: uspto-grants-1995_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05451600

Reaction notes

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