4-Toluenesulfonyl chloride → HCID 12891854, compound

HRID 1077344Notes

Reaction equation

HRID 1077344 reaction equation
[OH:1][CH:2]1[CH2:14][C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[N:6]([CH3:15])[C:5]=2[CH2:4][CH2:3]1.[S:16](Cl)([C:19]1[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=1)(=[O:18])=[O:17].CC1C=C2C(=CC=1)NC1CCC(OS(C3C=CC(C)=CC=3)(=O)=O)CC2=1>>[CH3:15][N:6]1[C:5]2[CH2:4][CH2:3][CH:2]([O:1][S:16]([C:19]3[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=3)(=[O:18])=[O:17])[CH2:14][C:13]=2[C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2

Participants

4

Reactant 3

HCID 73974-Toluenesulfonyl chlorideHCID 12891824HCID 12891824, compoundHCID 12891853HCID 12891853, compound

Product 1

HCID 12891854HCID 12891854, compound

Procedure

The 9-methyl-3-tosyloxy-1,2,3,4-tetrahydrocarbazole was prepared from 49 g. of 3-hydroxy-9-methyl-1,2,3,4-tetrahydrocarbazole and 49 g. of tosyl chloride using the procedure described in Example 21 for the preparation of 6-methyl-3-tosyloxy-1,2,3,4-tetrahydrocarbazole. There was thus obtained 81 g. of 9-methyl-3-tosyloxy-1,2,3,4-tetrahydrocabazole which melted at 155°-157°C.

Sources & evidence

ORD record
ord-2f0aa714ef3a4926925c657aeb8e0461
Source dataset
uspto-grants-1976_05
Patent number
US03959309

Reaction notes

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