Water → HCID 178485967、化合物

HRID 2057243

反応式

HRID 2057243 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9](=[O:20])[N:10]([C@H:12]2[CH2:17][CH2:16][C@H:15]([CH2:18][OH:19])[CH2:14][CH2:13]2)[CH3:11])=[CH:4][CH:3]=1.[CH3:21][S:22](Cl)(=[O:24])=[O:23].N1C=CC=CC=1.O>C(Cl)Cl.CN(C1C=CN=CC=1)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C:9]([N:10]([CH3:11])[C@H:12]2[CH2:17][CH2:16][C@H:15]([CH2:18][O:19][S:22]([CH3:21])(=[O:24])=[O:23])[CH2:14][CH2:13]2)=[O:20])=[CH:6][CH:7]=1

参加物

7

反応物 4

HCID 962WaterHCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 178485965HCID 178485965、化合物

生成物 1

HCID 178485967HCID 178485967、化合物収率 97%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 0.6 g (2.03 mmol) of trans-(4-Hydroxymethyl-cyclohexyl)-methyl-carbamic acid 4-chloro-phenyl ester in 15 ml CH2Cl2 was treated with 0.17 ml (2.24 mmol) methanesulfonylchloride, 0.5 ml (6.1 mmol) pyridine and 0.25 g (2.03 mmol) DMAP at 0° C. The reaction mixture was warmed up over night to room temperature, water (2 ml) was added and the reaction mixture was stirred for 5 min. After extraction with aqueous 10% KHSO4/Et2O (3×), the organic phases were washed with aqueous saturated NaHCO3 (2×), aqueous 10% NaCl, dried over Na2SO4 and evaporated to yield 0.74 g (96%) of trans-Methanesulfonic acid 4-[(4-chloro-phenoxycarbonyl)-methyl-amino]-cyclohexylmethyl ester, mp: 134-135° C.; MS: 376 (MH+, 1 Cl).

後処理

  1. extractionAfter extraction with aqueous 10% KHSO4/Et2O (3×)
  2. washthe organic phases were washed with aqueous saturated NaHCO3 (2×), aqueous 10% NaCl
  3. dry with materialdried over Na2SO4
  4. customevaporated

出典と根拠

ORDレコード
ord-8f0b41d6bcf544b08f0eb1231159688d
出典データセット
uspto-grants-2008_02
特許番号
US07335687B2

関連ノート

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