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Dichloromethane → 2-[4-(4-Trifluoromethyl-benzyloxycarbonylmethyl)phenylsulfanylmethyl]-benzoic acid 2,2,2-trichloro-ethyl ester

HRID 1628172
ノート
印刷プレビュー

反応式

HRID 1628172 の反応式
ClC(Cl)(Cl)COC(=O)C1C=CC=CC=1CSC1C=CC=C(CC(O[CH2:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=2)=O)C=1.[Cl:38][C:39]([Cl:63])([Cl:62])[CH2:40][O:41][C:42](=[O:61])[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][C:44]=1[CH2:49][S:50][C:51]1[CH:56]=[CH:55][C:54]([CH2:57][C:58]([OH:60])=[O:59])=[CH:53][CH:52]=1.FC(F)(F)C1C=CC(CO)=CC=1.C(Cl)Cl>CN(C1C=CN=CC=1)C.CCCCCCC.CCOC(C)=O>[Cl:63][C:39]([Cl:38])([Cl:62])[CH2:40][O:41][C:42](=[O:61])[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][C:44]=1[CH2:49][S:50][C:51]1[CH:52]=[CH:53][C:54]([CH2:57][C:58]([O:60][CH2:24][C:25]2[CH:26]=[CH:27][C:28]([C:31]([F:32])([F:33])[F:34])=[CH:29][CH:30]=2)=[O:59])=[CH:55][CH:56]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 6344DichloromethaneHCID 676844-(Trifluoromethyl)benzenemethanolHCID 668648682-(4-Carboxymethyl-phenylsulfanylmethyl)-benzoic acid 2,2,2-trichloro-ethyl esterHCID 866503082-[3-(4-Trifluoromethyl-benzyloxycarbonylmethyl)-phenylsulfanylmethyl]-benzoic acid 2,2,2-trichloro-ethyl ester

生成物 1

HCID 86650310
2-[4-(4-Trifluoromethyl-benzyloxycarbonylmethyl)phenylsulfanylmethyl]-benzoic acid 2,2,2-trichloro-ethyl ester
収率 35%

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 8857Ethyl Acetate溶媒HCID 8900Heptane溶媒

実験手順

The titled compound was prepared according to the method described for 2-[3-(4-trifluoromethyl-benzyloxycarbonylmethyl)-phenylsulfanylmethyl]-benzoic acid 2,2,2-trichloro-ethyl ester above from 2-(4-carboxymethyl-phenylsulfanylmethyl)-benzoic acid 2,2,2-trichloro-ethyl ester (155 mg, 0.357 mmol), (4-trifluoromethyl-phenyl)-methanol (157 mg, 0.893 mmol), EDCxHCl (206 mg, 1.072 mmol), DMAP (4.4 mg, 0.036 mmol) and DCM (3 mL). The crude was submitted to flash chromatography using heptane and EtOAc (90/10) as eluent to yield the titled compound (74 mg, 35%) as an oil; 1H NMR (400 MHz, CDCl3): δ 3.64 (dd, 2H), 4.54 (s, 2H), 4.96 (s, 2H), 5.17 (s, 2H), 7.16 (d, 2H), 7.18-7.28 (m, 3H), 7.31-7.44 (m, 4H), 7.60 (d, 2H), 8.08 (d, 1H)); Mass spectrum: M−H− 590.

後処理

  1. customThe titled compound was prepared

出典と根拠

ORDレコード
ord-53d7db5f6edc42e7a52e7b056f2ae783
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08785681B2

反応ノート

読み込み中…

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