HCID 53686597, compound → HCID 20239922, compound

HRID 363992Notes

Reaction equation

HRID 363992 reaction equation
CC1C=C(C=C(C)C=1)C[CH2:6][C:7]([O:9]CC)=S.[O:16]=[C:17]([CH3:35])[CH:18]=[CH:19][C:20]1[C:32]([CH3:33])=[CH:31][C:30]([CH3:34])=[CH:29][C:21]=1[CH2:22]CC(OCC)=S.[O:36]=[C:37]([CH3:55])[CH:38]=[CH:39][C:40]1[C:52]([CH3:53])=[CH:51][C:43]([CH2:44][CH2:45][C:46]([O:48][CH2:49][CH3:50])=[S:47])=[CH:42][C:41]=1[CH3:54]>>[CH3:34][C:30]1[CH:31]=[C:32]([CH3:33])[C:20]2[CH:19]3[CH2:6][C:7](=[O:9])[CH2:35][C:17](=[O:16])[CH:18]3[S:47][CH2:22][C:21]=2[CH:29]=1.[O:36]=[C:37]([CH3:55])[CH:38]=[CH:39][C:40]1[C:52]([CH3:53])=[CH:51][C:43]([CH2:44][CH2:45][C:46]([O:48][CH2:49][CH3:50])=[S:47])=[CH:42][C:41]=1[CH3:54]

Participants

5

Reactant 3

HCID 53686597HCID 53686597, compoundHCID 53862709HCID 53862709, compoundHCID 53914766HCID 53914766, compound

Product 2

HCID 20239922HCID 20239922, compoundHCID 53862709HCID 53862709, compound

Procedure

Ethyl (3,5-dimethylbenzyl)thioacetate was converted into an approximately 1:1 mixture of ethyl [2-(3-oxo-but-1-enyl)-3,5-dimethylbenzyl]thioacetate and ethyl [4-(3-oxo-but-1-enyl)-3,5-dimethylbenzyl]thioacetate following essentially the same procedure as that described in Example 6 parts (i) and (ii). The mixture was reacted under the conditions described in Example 6 part (iii) to give 8,10-dimethyl-1,2,3,4,4a,10b-hexahydro-6H-dibenzo[b,d]thiopyran-2,4-dione plus unreacted ethyl [4-(3-oxo-but-1-enyl)-3,5-dimethylbenzyl]thioacetate.

Workup

  1. customThe mixture was reacted under the conditions

Sources & evidence

ORD record
ord-0b4269ef7c284dd8a77c932035124a38
Source dataset
uspto-grants-1986_08
Patent number
US04604128

Reaction notes

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