ethyl(2'-oxospiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-1'(2'H)-yl)acetate → (2-oxo-5',6',7',8'-tetrahydrospiro[indole-3,3'-naphtho[2,3-b]furan]-1(2H)-yl)acetic acid

HRID 545865Notes

Reaction equation

HRID 545865 reaction equation
[O:1]=[C:2]1[C:10]2([CH2:14][O:13][C:12]3[CH:15]=[C:16]4[C:21](=[CH:22][C:11]2=3)[CH2:20][CH2:19][CH2:18][CH2:17]4)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]1[CH2:23][C:24]([O:26]CC)=[O:25].O=C1C2(C3=CC4OCOC=4C=C3OC2)C2C(=CC=CC=2)N1CC(OCC)=O>>[O:1]=[C:2]1[C:10]2([CH2:14][O:13][C:12]3[CH:15]=[C:16]4[C:21](=[CH:22][C:11]2=3)[CH2:20][CH2:19][CH2:18][CH2:17]4)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]1[CH2:23][C:24]([OH:26])=[O:25]

Participants

3

Reactant 2

HCID 59263415ethyl(2'-oxospiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-1'(2'H)-yl)acetateHCID 59263464Ethyl(2-oxo-5',6',7',8'-tetrahydrospiro[indole-3,3'-naphtho[2,3-b]furan]-1(2h)-yl)acetate

Product 1

HCID 59263541(2-oxo-5',6',7',8'-tetrahydrospiro[indole-3,3'-naphtho[2,3-b]furan]-1(2H)-yl)acetic acid

Procedure

Following the procedure as described in Example 2, and making non-critical variations using ethyl (2-oxo-5′,6′,7′,8′-tetrahydrospiro[indole-3,3′-naphtho[2,3-b]furan]-1(2H)-yl)acetate to replace ethyl (2′-oxospiro[furo[2,3-f][1,3]benzodioxole-7,3′-indol]-1′(2′H)-yl)acetate, the title compound was obtained (99%): MS (ES−) m/z 348 (M−1).

Sources & evidence

ORD record
ord-932c44ca16744fe4a98ea78381470dad
Source dataset
uspto-grants-2011_05
Patent number
US07935721B2

Reaction notes

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