Ammonium Chloride → HCID 69134565, 화합물

HRID 917684노트

반응식

HRID 917684 반응식
[Mg].Br[C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:13][CH3:14])[CH:9]=2)[CH:4]=1.[CH2:15]([O:22][CH:23]1[CH2:28][CH2:27][C:26](=[O:29])[CH:25]([CH2:30][N:31]([CH3:33])[CH3:32])[CH2:24]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[Cl-].[NH4+]>C1COCC1>[CH2:15]([O:22][CH:23]1[CH2:28][CH2:27][C:26]([C:3]2[CH:12]=[CH:11][C:10]3[C:5](=[CH:6][CH:7]=[C:8]([O:13][CH3:14])[CH:9]=3)[CH:4]=2)([OH:29])[CH:25]([CH2:30][N:31]([CH3:33])[CH3:32])[CH2:24]1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

참가 물질

6

반응물 4

HCID 25517Ammonium ChlorideHCID 787862-Bromo-6-methoxynaphthaleneHCID 5462224MagnesiumHCID 10999837HCID 10999837, 화합물

생성물 1

HCID 69134565HCID 69134565, 화합물수율 47.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

The corresponding Grignard reagent was produced in 11 ml THF p.a. from 0.28 g magnesium and 2.72 g 2-bromo-6-methoxynaphthalene, a solution of 2.00 g 4-benzyloxy-2-dimethylaminomethylcyclohexanone in 8 ml THF p.a. added dropwise with ice cooling, and the mixture stirred for 1 hour. For working up, 4 ml 4 M ammonium chloride solution were added to the ice bath, the organic phase separated off, the aqueous phase extracted twice with diethyl ether, the combined organic phases dried by sodium sulphate, filtered and concentrated. The crude product obtained (3.20 g) was chromatographed with ethyl acetate/methanol/hexane (V/V/V=1:1:1) on silica gel. 1.52 g 4-benzyloxy-2-dimethylaminomethyl-1-(6-methoxynaphthalen-2-yl)cyclohexanol were obtained and converted into the corresponding hydrochloride (1.32 g) in the same way as in AAV 1.

후처리

  1. additionadded dropwise with ice cooling
  2. customthe organic phase separated off
  3. extractionthe aqueous phase extracted twice with diethyl ether
  4. dry with materialthe combined organic phases dried by sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude product obtained (3.20 g)
  8. customwas chromatographed with ethyl acetate/methanol/hexane (V/V/V=1:1:1) on silica gel

출처 및 근거

ORD 기록
ord-55ba57b8eb7c4ae49047ea4d02fd3f6f
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07273952B2

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