2-(Benzyloxy)-4-bromobenzaldehyde → 4-[3-(2-Benzyloxy-4-bromophenyl)propyl]benzoic acid

HRID 2395027Notes

Reaction equation

HRID 2395027 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([Br:15])[CH:12]=[CH:11][C:10]=1[CH:16]=[CH:17][CH2:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC1C=C(Br)C=CC=1CC=CC1C=CC(C(O)=O)=CC=1)C1C=CC=CC=1.C(OC1C=C(Br)C=CC=1C=O)C1C=CC=CC=1.[Br-].C(C1C=CC(CC[P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1)(O)=O>>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([Br:15])[CH:12]=[CH:11][C:10]=1[CH2:16][CH2:17][CH2:18][C:19]1[CH:20]=[CH:21][C:22]([C:23]([OH:25])=[O:24])=[CH:26][CH:27]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 4

HCID 156730622-(Benzyloxy)-4-bromobenzaldehydeHCID 226755274-Carboxyphenethyltriphenylphosphonium bromideHCID 538637864-[3-(2-Benzyloxy-4-bromophenyl)prop-2-enyl]benzoic acidHCID 541334984-[3-(2-Benzyloxy-4-bromophenyl)prop-1-enyl]benzoic acid

Product 1

HCID 189741034-[3-(2-Benzyloxy-4-bromophenyl)propyl]benzoic acid

Procedure

4-[3-(2-Benzyloxy-4-bromophenyl)propyl]benzoic acid (mpt 141°-142° C.) was prepared from a mixture of 4-[3-(2-benzyloxy-4-bromophenyl)prop-2-enyl]benzoic acid and 4-[3-(2-benzyloxy-4-bromophenyl)prop-1-enyl]benzoic acid by a similar method to that of Example 7, (E). The mixture of alkenes was prepared from 2-benzyloxy-4-bromobenzaldehyde and 4-carboxyphenethyltriphenylphosphonium bromide by a similar method to that of Example 1, (G).

Sources & evidence

ORD record
ord-2b8a413df3b64ce9b4ff57219c2f1243
Source dataset
uspto-grants-1998_09
Patent number
US05811459

Reaction notes

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