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Phenol → N-[(1R)-2-methyl-1-(phenoxymethyl)propyl]-4-(trifluoromethyl)aniline

HRID 1360392
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HRID 1360392 반응식
[CH3:1][CH:2]([CH3:17])[C@@H:3]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=1)[CH2:4][OH:5].[C:18]1(O)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1>[CH3:1][CH:2]([CH3:17])[C@@H:3]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:14])([F:15])[F:16])=[CH:9][CH:8]=1)[CH2:4][O:5][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1
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참가 물질

6

반응물 4

HCID 996PhenolHCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 66968920(2R)-3-methyl-2-{[4-(trifluoromethyl)phenyl]amino}butan-1-ol2회

생성물 1

HCID 66969217N-[(1R)-2-methyl-1-(phenoxymethyl)propyl]-4-(trifluoromethyl)aniline수율 3.4%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

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온도
0 °C

실험 절차

(2R)-3-Methyl-2-{[4-(trifluoromethyl)phenyl]amino}butan-1-ol (50 mg, 0.201 mmol), which is the compound obtained in Step 1 of Example 2, phenol (19 mg) and triphenylphosphine (63 mg) were dissolved in tetrahydrofuran (1 mL), and after cooling to 0° C., diisopropyl azodicarboxylate (0.13 mL) was added dropwise. The mixture was stirred overnight at 50° C. and purified by purification step A to give the title compound (2.18 mg).

후처리

  1. custompurified by purification step A

출처 및 근거

ORD 기록
ord-5664b5bc77c349a9aa7539638b57d93d
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07879863B2

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