N-Isopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine → 2-(3-{[3-(2-BENZYLOXY-5-METHYLPHENYL)-3-PHENYLPROPYL]ISOPROPYLAMINO}-1-PHENYLPROPYL)-4-METHYLPHENOL

HRID 899564노트

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HRID 899564 반응식
[CH:1]([NH:4][CH2:5][CH2:6][CH:7]([C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=1[OH:21])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:3])[CH3:2].C([O:29][C:30]1[CH:35]=[CH:34][C:33]([CH3:36])=[CH:32][C:31]=1[C:37]1[C:38]([CH2:48][CH2:49][CH2:50][C:51]2C=CC=C[CH:52]=2)=C(S([O-])(=O)=O)C=C[C:42]=1[CH3:43])C1C=CC=CC=1>C(#N)C>[CH2:7]([O:21][C:15]1[CH:16]=[CH:17][C:18]([CH3:20])=[CH:19][C:14]=1[CH:7]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:6][CH2:5][N:4]([CH:1]([CH3:2])[CH3:3])[CH2:43][CH2:42][CH:37]([C:31]1[CH:32]=[C:33]([CH3:36])[CH:34]=[CH:35][C:30]=1[OH:29])[C:38]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

4

반응물 2

HCID 9857017N-Isopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamineHCID 86604788HCID 86604788, 화합물

생성물 1

HCID 115633772-(3-{[3-(2-BENZYLOXY-5-METHYLPHENYL)-3-PHENYLPROPYL]ISOPROPYLAMINO}-1-PHENYLPROPYL)-4-METHYLPHENOL

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
112.5 °C

실험 절차

A mixture of N-isopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine (59 g) and 3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropyl-4-methylbenzenesulfonate of Formula IVa (100 g) in acetonitrile (595 ml) was heated in an autoclave at 110-115° C. for 16-18 hours. The reaction mass was cooled to 60-65° C., and solvent was distilled completely under vacuum. Charged ethyl acetate (290 ml) and water (590 ml) to the residue. Separated the aqueous layer and extracted with 118 ml of ethyl acetate. Combined organic layers were washed with water (590 ml) and distilled completely to obtain 108 g of syrup. This syrup was loaded onto a silica gel column and eluted with 5% ethyl acetate in chloroform. Distilled the solvent completely to get 38 g of the title compound as syrup.

후처리

  1. temperatureThe reaction mass was cooled to 60-65° C.
  2. distillationsolvent was distilled completely under vacuum
  3. customSeparated the aqueous layer
  4. extractionextracted with 118 ml of ethyl acetate
  5. washCombined organic layers were washed with water (590 ml)
  6. distillationdistilled completely

출처 및 근거

ORD 기록
ord-1bec8830371c4d3db6a0faba9acdf4bb
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07355077B2

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