Ozone → HCID 15675244, compound

HRID 1090126Notes

Reaction equation

HRID 1090126 reaction equation
O=[O+][O-].[CH2:4]([O:11][C:12]1[C:20]([O:21][CH3:22])=[CH:19][CH:18]=[C:17]2[C:13]=1[C:14]([CH3:27])=[CH:15][N:16]2[C:23]([O:25][CH3:26])=[O:24])C1C=CC=CC=1>>[CH2:22]([O:21][C:20]1[C:12]([O:11][CH3:4])=[C:13]2[C:17](=[CH:18][CH:19]=1)[N:16]([C:23]([O:25][CH3:26])=[O:24])[CH:15]=[C:14]2[CH3:27])[C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:13]=1

Participants

3

Reactant 2

HCID 24823OzoneHCID 15675236HCID 15675236, compound

Product 1

HCID 15675244HCID 15675244, compound

Procedure

The N-methoxycarbonyl-2-[3-(but-1-enyl)]-4-benzyloxy-3-methoxyaniline (7.6 g) was subjected to ozone degradation and dehydration in the same manner as in the preparation of 4-benzyloxy-5-methoxy-1-methoxycarbonyl-3-methylindole in Experimental Example 4 to give 5-benzyloxy-4-methoxy-1-methoxycarbonyl-3-methylindole (4.7 g).

Sources & evidence

ORD record
ord-6f387417a0814e9f90719b29a6f410bc
Source dataset
uspto-grants-1992_01
Patent number
US05081121

Reaction notes

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