1-Hydroxy-2-naphthoic acid → 1-Benzyloxy-naphthalene-2-carboxylic acid benzyl ester

HRID 70009

반응식

HRID 70009 반응식
C([O-])([O-])=O.[K+].[K+].[OH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][C:9]=1[C:18]([OH:20])=[O:19].[CH2:21](Cl)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C=O)C>[CH2:21]([O:19][C:18]([C:9]1[CH:10]=[CH:11][C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8]=1[O:7][CH2:18][C:9]1[CH:10]=[CH:11][CH:12]=[CH:17][CH:8]=1)=[O:20])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

참가 물질

5

반응물 3

HCID 68441-Hydroxy-2-naphthoic acidHCID 7503Benzyl ChlorideHCID 11430Potassium Carbonate

생성물 1

HCID 539440891-Benzyloxy-naphthalene-2-carboxylic acid benzyl ester수율 38.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

K2CO3 (9.26 g, 67 mmol), dry DMF (20 mL), commercially available 1-hydroxy-2-naphthoic acid (1.88 g, 10 mmol), and benzyl chloride (5.6 mL). Yield: 1.41 g of yellow-orange viscous product (38.5% yield). Rf=0.38 (SiO2, 50% Hexanes/50% CH2Cl2). 1H NMR (400 MHz, CDCl3) δ 5.13 (s, 2H), δ 5.39 (s, 2H), δ 7.32-7.41 (m, 7H), δ 7.43-7.52 (m, 5H) δ 7.57 (d, J=7.8 Hz, 1H), δ 7.63 (d, J=8.7 Hz, 1H), δ 7.84 (d, J=8.2 Hz, 1H), δ 7.92 (d, J=8.7 Hz, 1H), δ 8.24 (d, J=8.2 Hz, 1H).

출처 및 근거

ORD 기록
ord-1a41b11114574c4c95cc5760d85b314b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822515B2

연결된 노트

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