Triethylamine → HCID 178472497, 화합물

HRID 271346노트

반응식

HRID 271346 반응식
[CH2:1]([O:3][C:4]([C@H:6]1[CH2:11][CH2:10][C@@H:9]([OH:12])[CH2:8][CH2:7]1)=[O:5])[CH3:2].C(N(CC)CC)C.[CH3:20][S:21](Cl)(=[O:23])=[O:22]>ClCCl>[CH2:1]([O:3][C:4]([C@H:6]1[CH2:11][CH2:10][C@@H:9]([O:12][S:21]([CH3:20])(=[O:23])=[O:22])[CH2:8][CH2:7]1)=[O:5])[CH3:2]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 178472486HCID 178472486, 화합물

생성물 1

HCID 178472497HCID 178472497, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred, ice cold solution of 1.8 g of cis-4-hydroxy-cyclohexanecarboxylic acid ethyl ester, and 2.8 mL of triethylamine, in 25 mL of dichloromethane was added 0.85 mL of methane-sulfonyl chloride drop-wise over 10 min. The mixture was allowed to stir for 30 min, then concentrated under reduced pressure and diluted with 50 mL of ether and washed with 25 mL of 10% HCl, 25 mL of water, 25 mL of saturated sodium carbonate. The combined extracts were dried over magnesium sulfate and concentrated under reduced pressure. The crude mesylate, 2.5 g, was used without further purification: 1H NMR (400 MHz, CDCl3) 4.92 (m, 1H), 4.15 (q, 2H), 3.02 (s, 3H), 2.4 (m, 1H), 2.05 (m, 2H), 1.92 (m, 2H), 1.62-1.4 (complex m, 4H).

후처리

  1. concentrationconcentrated under reduced pressure
  2. additiondiluted with 50 mL of ether
  3. washwashed with 25 mL of 10% HCl, 25 mL of water, 25 mL of saturated sodium carbonate
  4. dry with materialThe combined extracts were dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe crude mesylate, 2.5 g, was used without further purification

출처 및 근거

ORD 기록
ord-8d2d9d2afbd24808a28e9caefcbb4497
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452893B2

반응 노트

불러오는 중…