Triethylamine → Toluene 4-thiosulfonic acid S-[2-tert-butyl-4-(2-methoxymethoxy-ethoxy)-5-methyl-phenyl] ester

HRID 356514

反応式

HRID 356514 の反応式
[S:1](Br)([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2].CCN(CC)CC.[C:19]([C:23]1[CH:28]=[C:27]([O:29][CH2:30][CH2:31][O:32][CH2:33][O:34][CH3:35])[C:26]([CH3:36])=[CH:25][C:24]=1[SH:37])([CH3:22])([CH3:21])[CH3:20]>C(Cl)C(Cl)Cl.CCOC(C)=O>[C:19]([C:23]1[CH:28]=[C:27]([O:29][CH2:30][CH2:31][O:32][CH2:33][O:34][CH3:35])[C:26]([CH3:36])=[CH:25][C:24]=1[S:37][S:1]([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2])([CH3:22])([CH3:21])[CH3:20]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 101308854-Methylbenzene-1-sulfonyl bromideHCID 187987002-Tert-butyl-4-(2-methoxymethoxy-ethoxy)-5-methyl-benzenethiol

生成物 1

HCID 53987067Toluene 4-thiosulfonic acid S-[2-tert-butyl-4-(2-methoxymethoxy-ethoxy)-5-methyl-phenyl] ester

試薬・触媒・溶媒 2

HCID 65741,1,2-Trichloroethane溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

A solution of tosyl bromide (21.0 g; 89.32 mmol), 50 mL of trichloroethane and 20 mL of NEt3 was cooled to 0° C. To this solution was added slowly a solution of 12.4 mmol of 2-tert-butyl-4-(2-methoxymethoxy-ethoxy)-5-methyl-benzenethiol (prepared in Example AAAA) in 100 mL of trichloroethane. After 13 hours, the reaction mixture was diluted with EtOAc and washed with brine. The product was purified by flash silica gel chromatography, eluting with EtOAc:hexane (5:95, then switching to 3:7).

後処理

  1. washwashed with brine
  2. customThe product was purified by flash silica gel chromatography
  3. washeluting with EtOAc:hexane (5:95

出典と根拠

ORDレコード
ord-295045b58ba843feb787f80e37f1aa1e
出典データセット
uspto-grants-1998_11
特許番号
US05834506

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