홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Ethyl Acetate → Levocetirizine Dihydrochloride

HRID 554467
노트
인쇄 미리보기

반응식

HRID 554467 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:9]2[CH2:14][CH2:13][N:12]([C:15](=O)[CH2:16][O:17][CH2:18][C:19]([OH:21])=[O:20])[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:32])=O.C(OCC)(=O)C>O1CCCC1.O>[CH:26]1[CH:25]=[CH:24][C:23]([C@@H:8]([N:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][O:17][CH2:18][C:19]([OH:21])=[O:20])[CH2:11][CH2:10]2)[C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)=[CH:28][CH:27]=1.[ClH:32].[ClH:1]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8857Ethyl AcetateHCID 65578Oxalyl chlorideHCID 54193164HCID 54193164, 화합물

생성물 1

HCID 9955977Levocetirizine Dihydrochloride

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
60 °C

실험 절차

1 g of product of R-2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl-2-oxoethoxy)acetic acid was dissolved in 10 ml of dry tetrahydrofurane at 0° C. During intensive stirring 0.23 ml of oxalylchloride was added dropwise. After half an hour when the conversion of acid to acid chloride was completed 0.8 ml of dimethylsulphide borane complex (10 M calculated on BH3) was added in three portion. After the reaction was completed, the reaction mixture was poured in water (250 ml) and additionally stirred for half an hour. To the suspension 100 ml of ethyl acetate was added, pH was adjusted to 10 and the phases were separated. To the water phase 100 ml of methylene chloride was added, pH was adjusted with concentrated hydrochloric acid to 4.2 and phases were separated: the organic layer was rinsed with water, dried with sodium sulphate and evaporated to dryness. The oil residue was dissolved in 30 ml of acetone and HCl gas was introduced until pH reached the value of less than 1. The reaction mixture was heated to 60° C. and refluxed for 20 minutes. It was cooled to 30-35° C. and then filtered and the cake was washed with 20 ml of acetone. Then it was dried at 50-55° C. under reduced pressure (−0.08˜−0.1 MPa) for 8 hours. 720 mg of levocetirizine dihydrochloride were obtained.

후처리

  1. additionwas added dropwise
  2. addition0.8 ml of dimethylsulphide borane complex (10 M calculated on BH3) was added in three portion
  3. customthe phases were separated
  4. additionTo the water phase 100 ml of methylene chloride was added
  5. customwere separated
  6. washthe organic layer was rinsed with water
  7. dry with materialdried with sodium sulphate
  8. customevaporated to dryness
  9. dissolutionThe oil residue was dissolved in 30 ml of acetone
  10. additionHCl gas was introduced until pH
  11. temperaturerefluxed for 20 minutes
  12. temperatureIt was cooled to 30-35° C.
  13. filtrationfiltered
  14. washthe cake was washed with 20 ml of acetone
  15. customThen it was dried at 50-55° C. under reduced pressure (−0.08˜−0.1 MPa) for 8 hours

출처 및 근거

ORD 기록
ord-e4de837102534b88aa2f62677798e8c4
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08049011B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트