Ethylamine → 3-(Ethylamino)-1,2,3,4-tetrahydrocarbazole

HRID 1077342Notes

Reaction equation

HRID 1077342 reaction equation
S(OC1CC2C3C(=CC=CC=3)NC=2CC1)(C1C=CC(C)=CC=1)(=O)=O.C(N)C.[C:28]([NH:31][CH:32]1[CH2:44][C:43]2[C:42]3[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=3)[NH:36][C:35]=2[CH2:34][CH2:33]1)(=O)[CH3:29].[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[CH2:28]([NH:31][CH:32]1[CH2:44][C:43]2[C:42]3[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=3)[NH:36][C:35]=2[CH2:34][CH2:33]1)[CH3:29]

Participants

5

Reactant 4

HCID 6341EthylamineHCID 123617693-Tosyloxy-1,2,3,4-tetrahydrocarbazoleHCID 12361788N-(2,3,4,9-Tetrahydro-1H-carbazol-3-YL)acetamideHCID 21226445Aluminium lithium hydride

Product 1

HCID 123617703-(Ethylamino)-1,2,3,4-tetrahydrocarbazole

Procedure

Following the procedure given in Example 18 and using 25 g. of 3-tosyloxy-1,2,3,4- -tetrahydrocarbazole and 90 g. of ethylamine there was otained 3 g. of 3l -(ethylaino)-1,2,3,4-tetraydrocarbazole which melted at 128°-129°C. (corr.). Alternatively this compound can be prepared by reduction of 3-acetamido-1,2,3,4-tetrahydrocarbazole (Example 2) with lithium aluminum hydride following a procedure similar to that described in Example 260 below.

Sources & evidence

ORD record
ord-67c2f8590d5c429dbc4057777785407e
Source dataset
uspto-grants-1976_05
Patent number
US03959309

Reaction notes

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