Hydrochloric Acid → (3RS,4RS)-7-hydroxy-3-(4-hydroxyphenyl)-3-methyl-4-[4-(5-(4,4,5,5,5-pentafluoropentylsulfonyl)pentyloxy)phenyl]thiochroman

HRID 1859344ノート

反応式

HRID 1859344 の反応式
Cl.O1CCCC1.COC[O:10][C:11]1[CH:20]=[C:19]2[C:14]([CH:15]([C:32]3[CH:37]=[CH:36][C:35]([O:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][S:44]([CH2:47][CH2:48][CH2:49][C:50]([F:56])([F:55])[C:51]([F:54])([F:53])[F:52])(=[O:46])=[O:45])=[CH:34][CH:33]=3)[C:16]([C:22]3[CH:27]=[CH:26][C:25]([O:28]COC)=[CH:24][CH:23]=3)([CH3:21])[CH2:17][S:18]2)=[CH:13][CH:12]=1>O>[OH:10][C:11]1[CH:20]=[C:19]2[C:14]([CH:15]([C:32]3[CH:37]=[CH:36][C:35]([O:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][S:44]([CH2:47][CH2:48][CH2:49][C:50]([F:55])([F:56])[C:51]([F:52])([F:53])[F:54])(=[O:46])=[O:45])=[CH:34][CH:33]=3)[C:16]([C:22]3[CH:23]=[CH:24][C:25]([OH:28])=[CH:26][CH:27]=3)([CH3:21])[CH2:17][S:18]2)=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 22123606(3RS,4RS)-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methyl-4-[4-(5-(4,4,5,5,5-pentafluoropentylsulfonyl)pentyloxy)phenyl]thiochroman

生成物 1

HCID 22123577(3RS,4RS)-7-hydroxy-3-(4-hydroxyphenyl)-3-methyl-4-[4-(5-(4,4,5,5,5-pentafluoropentylsulfonyl)pentyloxy)phenyl]thiochroman収率 70%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Aqueous 6N--HCl solution (1 ml) was added to tetrahydrofuran solution (1.5 ml) of (3RS,4RS)-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methyl-4-[4-(5-(4,4,5,5,5-pentafluoropentylsulfonyl)pentyloxy)phenyl]thiochroman (37 mg, 0.050 mmol) and then stirred for one hour. After adding water, the reaction solution was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate and then distilled under reduced pressure to remove the solvent. The crude product thus obtained was purified using silica gel plate (ethyl acetate:hexane=1:2) to obtain 22 mg (yield: 70%) of the title compound.

後処理

  1. extractionthe reaction solution was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated saline
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationdistilled under reduced pressure
  5. customto remove the solvent
  6. customThe crude product thus obtained
  7. customwas purified

出典と根拠

ORDレコード
ord-4fa987f31210445cb5de622f594858e0
出典データセット
uspto-grants-2000_11
特許番号
US06153768

反応ノート

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